4-(4-Methoxy-benzyloxy)-butyric acid (4aR,6S,7R,8R,8aR)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methyl-allyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester

Base Information

• Chemical Name: 4-(4-Methoxy-benzyloxy)-butyric acid (4aR,6S,7R,8R,8aR)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methyl-allyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester
• CAS No.: 511256-81-8
• Molecular Formula: C₄₇H₆₈O₈Si₂
• Molecular Weight: 817.223

Synonyms:4-(4-Methoxy-benzyloxy)-butyric acid (4aR,6S,7R,8R,8aR)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methyl-allyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester

Chemical Property of 4-(4-Methoxy-benzyloxy)-butyric acid (4aR,6S,7R,8R,8aR)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methyl-allyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester

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Technology Process of 4-(4-Methoxy-benzyloxy)-butyric acid (4aR,6S,7R,8R,8aR)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methyl-allyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester

There total 7 articles about 4-(4-Methoxy-benzyloxy)-butyric acid (4aR,6S,7R,8R,8aR)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methyl-allyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester 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: 75.0%

4-(4-methoxy-benzyloxy)butyric acid (342893-41-8) + (4aR,6S,7R,8S,8aR)-2,2-di(tert-butyl)-8-(tert-butyldiphenylsilanyloxy)-6-methyl-6-(2-methylallyl)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-ol (511256-77-2) → 4-(4-Methoxy-benzyloxy)-butyric acid (4aR,6S,7R,8R,8aR)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methyl-allyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester (511256-81-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide;

DOI:10.1021/ol034100w

Reference yield:

(4aR,8R,8aR)-2,2-di(tert-butyl)-8-(tert-butyldiphenylsilanyloxy)-4,4a,8,8a-tetrahydro-1,3,5-trioxa-2-silanaphthalene (511256-75-0) → 4-(4-Methoxy-benzyloxy)-butyric acid (4aR,6S,7R,8R,8aR)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methyl-allyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester (511256-81-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 95 percent / t-BuLi

2.1: dimethyldioxirane

3.2: DCC; DMAP

With tert.-butyl lithium; 3,3-dimethyldioxirane;

DOI:10.1002/chem.200500993

Reference yield:

(4aR,8R,8aR)-2,2-di(tert-butyl)-8-(tert-butyldiphenylsilanyloxy)-6-methyl-4,4a,8,8a-tetrahydro-1,3,5-trioxa-2-silanaphthalene (511256-76-1) → 4-(4-Methoxy-benzyloxy)-butyric acid (4aR,6S,7R,8R,8aR)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methyl-allyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-yl ester (511256-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dimethyldioxirane

2.2: DCC; DMAP

With 3,3-dimethyldioxirane;

DOI:10.1002/chem.200500993

upstream raw materials:

4-(4-methoxy-benzyloxy)butyric acid

(4aR,6S,7R,8S,8aR)-2,2-di(tert-butyl)-8-(tert-butyldiphenylsilanyloxy)-6-methyl-6-(2-methylallyl)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-ol

5,5-di-tert-butyl-7-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-hexahydro-1,2,4,6-tetraoxa-5-sila-cyclopropa[b]naphthalene

(2-methylallyl)magnesium bromide

Downstream raw materials:

(4aR,6S,7R,8R,8aR)-2,2-Di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-7-[4-(4-methoxy-benzyloxy)-1-methylene-butoxy]-6-methyl-6-(2-methyl-allyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalene

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