(1R^*,3aR^*,4R^*,7a^R*)-Methyl 6-(tert-Butyldimethylsiloxy)-1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4--1,4,5,7a-tetrahydro-3H-isobenzofuran-3a-carboxylate

Base Information

• Chemical Name: (1R^*,3aR^*,4R^*,7a^R*)-Methyl 6-(tert-Butyldimethylsiloxy)-1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4--1,4,5,7a-tetrahydro-3H-isobenzofuran-3a-carboxylate
• CAS No.: 145746-30-1
• Molecular Formula: C₃₂H₅₂O₆S₂Si₂
• Molecular Weight: 653.064
• Mol file: 145746-30-1.mol

Synonyms:

Chemical Property of (1R^*,3aR^*,4R^*,7a^R*)-Methyl 6-(tert-Butyldimethylsiloxy)-1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4--1,4,5,7a-tetrahydro-3H-isobenzofuran-3a-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R^*,3aR^*,4R^*,7a^R*)-Methyl 6-(tert-Butyldimethylsiloxy)-1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4--1,4,5,7a-tetrahydro-3H-isobenzofuran-3a-carboxylate

There total 6 articles about (1R^*,3aR^*,4R^*,7a^R*)-Methyl 6-(tert-Butyldimethylsiloxy)-1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4--1,4,5,7a-tetrahydro-3H-isobenzofuran-3a-carboxylate 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: 32.0%

(2E)-Methyl 2-<(E)-4'-tert-Butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>penta-2',4'-dienyloxymethyl>-3-propenoate (145746-12-9) → (1R*,3aS*,4S*,7aR*)-Methyl 6-(tert-Butyldimethylsiloxy)-1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4--1,4,5,7a-tetrahydro-3H-isobenzofuran-3a-carboxylate (145746-30-1,145746-31-2) + (1R*,3aR*,4R*,7aR*)-Methyl 6-(tert-Butyldimethylsiloxy)-1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4--1,4,5,7a-tetrahydro-3H-isobenzofuran-3a-carboxylate (145746-30-1,145746-31-2)

Guidance literature:

In toluene; for 14h; Yields of byproduct given; Heating;

DOI:10.1039/P19920002763

Reference yield: 32.0%

(2E)-Methyl 2-<(E)-4'-tert-Butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>penta-2',4'-dienyloxymethyl>-3-propenoate (145746-12-9) → (1R*,3aS*,4S*,7aR*)-Methyl 6-(tert-Butyldimethylsiloxy)-1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4--1,4,5,7a-tetrahydro-3H-isobenzofuran-3a-carboxylate (145746-30-1,145746-31-2) + (1R*,3aR*,4R*,7aR*)-Methyl 6-(tert-Butyldimethylsiloxy)-1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4--1,4,5,7a-tetrahydro-3H-isobenzofuran-3a-carboxylate (145746-30-1,145746-31-2)

Guidance literature:

In toluene; for 14h; Yields of byproduct given; Heating;

DOI:10.1039/P19920002763

Reference yield:

(2E)-Methyl 2-<(E)-1'-<2-(2''',2'''-Dimethoxyethyl)-1,3-dithian-2-yl>-4'-oxopent-2-enyloxymethyl>-3-propenoate (145746-20-9) → (1R*,3aS*,4S*,7aR*)-Methyl 6-(tert-Butyldimethylsiloxy)-1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4--1,4,5,7a-tetrahydro-3H-isobenzofuran-3a-carboxylate (145746-30-1,145746-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Et₃N / CH₂Cl₂ / 0.5 h / -20 °C

2: 32 percent / toluene / 14 h / Heating

With triethylamine; In dichloromethane; toluene;

DOI:10.1039/P19920002763

upstream raw materials:

(2E)-Methyl 2-<(E)-4'-tert-Butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>penta-2',4'-dienyloxymethyl>-3-propenoate

(2E)-Methyl 2-<(E)-1'-<2-(2''',2'''-Dimethoxyethyl)-1,3-dithian-2-yl>-4'-oxopent-2-enyloxymethyl>-3-propenoate

(E)-methyl 2-<<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>(formyl)ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate

Downstream raw materials:

(1R^*,3aS^*,4S^*,7a^R*)-Methyl 4-Dimethyl(phenyl)silyl-1-<2'-(formylmethyl)-1',3'-dithian-2'-yl>-6-oxoperhydroisobenzofuran-3a-carboxylate

(1R^*,3aR^*,4R^*,7a^R*)-Methyl 4-Dimethyl(phenyl)silyl-1-<2'-(formylmethyl)-1',3'-dithian-2'-yl>-6-oxoperhydroisobenzofuran-3a-carboxylate