A new and improved method for preparing maxacalcitol and an intermediate therefor is provided. The method is an efficient and cost-effective process for preparing maxacalcitol and an intermediate therefor.

A new and improved method for preparing maxacalcitol and an intermediate therefor is provided. The method is an efficient and cost-effective process for preparing maxacalcitol and an intermediate therefor.

Disclosed is a method for synthesizing N-(phenylsulfonyl)benzamide compound and intermediate thereof. The method comprises a method for synthesizing a compound 1, comprising conducting a Buchwald-Hartwig coupling reaction as shown below with compound A and compound B in a solvent and in the presence of a base and a palladium catalyst to obtain the compound 1; wherein R is C.sub.1-C.sub.8 alkyl. The present disclosure synthesizes three intermediate compounds required by the target compound and their preparation methods for the first time. Using the method disclosed in the present disclosure to synthesize the target compound 3 has the advantages of high yield, good purity, easy-to-obtain reaction raw materials, suitable for industrial production.

##STR00001##

Disclosed is a method for synthesizing N-(phenylsulfonyl)benzamide compound and intermediate thereof. The method comprises a method for synthesizing a compound 1, comprising conducting a Buchwald-Hartwig coupling reaction as shown below with compound A and compound B in a solvent and in the presence of a base and a palladium catalyst to obtain the compound 1; wherein R is C.sub.1-C.sub.8 alkyl. The present disclosure synthesizes three intermediate compounds required by the target compound and their preparation methods for the first time. Using the method disclosed in the present disclosure to synthesize the target compound 3 has the advantages of high yield, good purity, easy-to-obtain reaction raw materials, suitable for industrial production.

##STR00001##

This invention relates to methods for the synthesis of spiro[2.5]octane-5, 7-dione and spiro[3.5]nonane-6, 8-dione which are useful as intermediates in the manufacture of pharmaceutically active ingredients.

This invention relates to methods for the synthesis of spiro[2.5]octane-5, 7-dione and spiro[3.5]nonane-6, 8-dione which are useful as intermediates in the manufacture of pharmaceutically active ingredients.

A complex of formula (I) ##STR00001## wherein M is zirconium or hafnium; each X independently is a sigma ligand; L is a divalent bridge selected from —R′.sub.2C—, —R′.sub.2C—CR′.sub.2—, —R′.sub.2Si—, —R′.sub.2Si—SiR′.sub.2—, —R′.sub.2Ge—, wherein each R′ is independently a hydrogen atom or a C.sub.1-C.sub.20-hydrocarbyl .group optionally containing one or more silicon atoms or heteroatoms of Group 14-16 of the periodic table or fluorine atoms, and optionally two R′ groups taken together can form a ring; R.sup.2 and R.sup.2′ are each independently a C.sub.1-C.sub.20 hydrocarbyl group, —OC.sub.1-20 hydrocarbyl group or —SC.sub.1-20 hydrocarbyl group; R.sup.5 is a —OC.sub.1-20 hydrocarbyl group or —SC.sub.1-20 hydrocarbyl group, said R.sup.5 group being optionally substituted by one or more halo groups; R.sup.5′ is hydrogen or a C.sub.1-20 hydrocarbyl group; —OC.sub.1-20 hydrocarbyl group or —SC.sub.1-20 hydrocarbyl group; said C.sub.1-20 hydrocarbyl group being optionally substituted by one or more halo groups; R.sup.6 and R.sup.6′ are each independently a C.sub.1-20 hydrocarbyl group; —OC.sub.1-20 hydrocarbyl group or —SC.sub.1-20 hydrocarbyl group; each R.sup.1 and R.sup.1′ are independently —CH.sub.2R.sup.x wherein R.sup.x are each independently H, or a C.sub.1-20 hydrocarbyl group, optionally containing heteroatoms.

A complex of formula (I) ##STR00001## wherein M is zirconium or hafnium; each X independently is a sigma ligand; L is a divalent bridge selected from —R′.sub.2C—, —R′.sub.2C—CR′.sub.2—, —R′.sub.2Si—, —R′.sub.2Si—SiR′.sub.2—, —R′.sub.2Ge—, wherein each R′ is independently a hydrogen atom or a C.sub.1-C.sub.20-hydrocarbyl .group optionally containing one or more silicon atoms or heteroatoms of Group 14-16 of the periodic table or fluorine atoms, and optionally two R′ groups taken together can form a ring; R.sup.2 and R.sup.2′ are each independently a C.sub.1-C.sub.20 hydrocarbyl group, —OC.sub.1-20 hydrocarbyl group or —SC.sub.1-20 hydrocarbyl group; R.sup.5 is a —OC.sub.1-20 hydrocarbyl group or —SC.sub.1-20 hydrocarbyl group, said R.sup.5 group being optionally substituted by one or more halo groups; R.sup.5′ is hydrogen or a C.sub.1-20 hydrocarbyl group; —OC.sub.1-20 hydrocarbyl group or —SC.sub.1-20 hydrocarbyl group; said C.sub.1-20 hydrocarbyl group being optionally substituted by one or more halo groups; R.sup.6 and R.sup.6′ are each independently a C.sub.1-20 hydrocarbyl group; —OC.sub.1-20 hydrocarbyl group or —SC.sub.1-20 hydrocarbyl group; each R.sup.1 and R.sup.1′ are independently —CH.sub.2R.sup.x wherein R.sup.x are each independently H, or a C.sub.1-20 hydrocarbyl group, optionally containing heteroatoms.

A complex of formula (I) wherein M is zirconium or hafnium; each X independently is a sigma ligand; L is a divalent bridge selected from R.sub.2C, R.sub.2CCR.sub.2, R.sub.2Si, R.sub.2SiSiR.sub.2, R.sub.2Ge, wherein each R is independently a hydrogen atom or a C.sub.1-C.sub.20-hydrocarbyl group optionally containing one or more silicon atoms or heteroatoms of Group 14-16 of the periodic table or fluorine atoms, and optionally two R groups taken together can form a ring; R.sup.2 and R.sup.2 are each independently a C.sub.1-C.sub.20 hydrocarbyl group, OC.sub.1-hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; R.sup.5 is a OC.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group, said R.sup.5 group being optionally substituted by one or more halo groups; R.sup.5 is hydrogen or a C.sub.1-20 hydrocarbyl group; OC.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; said C.sub.1-20 hydrocarbyl group being optionally substituted by one or more halo groups; R.sup.6 and R.sup.6 are each independently a C.sub.1-20 hydrocarbyl group; C.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; each R.sup.1 and R.sup.1 are independently CH.sub.2R.sup.x wherein R.sup.x are each independently H, or a C.sub.1-20 hydrocarbyl group, optionally containing heteroatoms.

##STR00001##

A complex of formula (I) wherein M is zirconium or hafnium; each X independently is a sigma ligand; L is a divalent bridge selected from R.sub.2C, R.sub.2CCR.sub.2, R.sub.2Si, R.sub.2SiSiR.sub.2, R.sub.2Ge, wherein each R is independently a hydrogen atom or a C.sub.1-C.sub.20-hydrocarbyl group optionally containing one or more silicon atoms or heteroatoms of Group 14-16 of the periodic table or fluorine atoms, and optionally two R groups taken together can form a ring; R.sup.2 and R.sup.2 are each independently a C.sub.1-C.sub.20 hydrocarbyl group, OC.sub.1-hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; R.sup.5 is a OC.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group, said R.sup.5 group being optionally substituted by one or more halo groups; R.sup.5 is hydrogen or a C.sub.1-20 hydrocarbyl group; OC.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; said C.sub.1-20 hydrocarbyl group being optionally substituted by one or more halo groups; R.sup.6 and R.sup.6 are each independently a C.sub.1-20 hydrocarbyl group; C.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; each R.sup.1 and R.sup.1 are independently CH.sub.2R.sup.x wherein R.sup.x are each independently H, or a C.sub.1-20 hydrocarbyl group, optionally containing heteroatoms.

##STR00001##