(2S,4R,5R,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-{(E)-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Base Information

Chemical Name:(2S,4R,5R,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-{(E)-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane
CAS No.:118207-62-8
Molecular Formula:C₃₆H₆₄O₆Si₂
Molecular Weight:649.072
Hs Code.:

(2S,4R,5R,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-{(E)-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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Chemical Property of (2S,4R,5R,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-{(E)-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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Technology Process of (2S,4R,5R,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-{(E)-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

There total 12 articles about (2S,4R,5R,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-{(E)-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: (2S,3S,4S)-2-Hydroxy-4-(4-methoxy-benzyloxy)-3-methyl-cyclohexanone

: 118207-62-8
(2S,4R,5R,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-{(E)-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 10 steps

3: 1.) Pb(OAc)4, 2.) NaBH₄

5: 1.) LiEt₃BH, 2.) DMSO, (COCl)2

7: n-Bu₄NF

8: 2.) 4,5-dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-carbonitrile (DDQ)

9: 92 percent

10: Et₃NSO₂NCO₂Et (Burgess reagent)

With lead(IV) acetate; sodium tetrahydroborate; oxalyl dichloride; ethyl(carboxysulfamoyl)triethylammonium hydroxide; tetrabutyl ammonium fluoride; lithium triethylborohydride; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
DOI:10.1021/jo00262a008

Reference yield:

: 118207-45-7
(2S,3R,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-cyclohexanone

: 118207-62-8
(2S,4R,5R,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-{(E)-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 9 steps

2: 1.) Pb(OAc)4, 2.) NaBH₄

4: 1.) LiEt₃BH, 2.) DMSO, (COCl)2

6: n-Bu₄NF

7: 2.) 4,5-dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-carbonitrile (DDQ)

8: 92 percent

9: Et₃NSO₂NCO₂Et (Burgess reagent)

With lead(IV) acetate; sodium tetrahydroborate; oxalyl dichloride; ethyl(carboxysulfamoyl)triethylammonium hydroxide; tetrabutyl ammonium fluoride; lithium triethylborohydride; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
DOI:10.1021/jo00262a008

Reference yield:

: 118207-46-8
(2S,3R,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-hydroxy-4-(4-methoxy-benzyloxy)-3-methyl-cyclohexanone

: 118207-62-8
(2S,4R,5R,6R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-{(E)-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) Pb(OAc)4, 2.) NaBH₄

3: 1.) LiEt₃BH, 2.) DMSO, (COCl)2

5: n-Bu₄NF

6: 2.) 4,5-dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-carbonitrile (DDQ)

7: 92 percent

8: Et₃NSO₂NCO₂Et (Burgess reagent)

With lead(IV) acetate; sodium tetrahydroborate; oxalyl dichloride; ethyl(carboxysulfamoyl)triethylammonium hydroxide; tetrabutyl ammonium fluoride; lithium triethylborohydride; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
DOI:10.1021/jo00262a008