(2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-4a,8-dihydroxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate

Base Information

• Chemical Name: (2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-4a,8-dihydroxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate
• CAS No.: 138175-74-3
• Molecular Formula: C₂₆H₃₆O₆S₂Si
• Molecular Weight: 536.786
• Mol file: 138175-74-3.mol

Synonyms:

Chemical Property of (2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-4a,8-dihydroxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-4a,8-dihydroxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate

There total 15 articles about (2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-4a,8-dihydroxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-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: 59.0%

(2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-8-hydroxy-4a-methoxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate (145745-84-2) → (2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-4a,8-dihydroxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate (138175-74-3,145840-54-6)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetonitrile; for 4.75h; 1) 53 deg C, 4.75 h, 2) room temperature, 1.5 h;

DOI:10.1039/P19920002735

Reference yield: 45.0%

(1R*,3aR*,4R*,*8bR*)-methyl 1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4-dimethyl(phenyl)silyl-1,4,5,7,8,8b-hexahydro-3H-benzo<1,2-b:3,4-c'>difuran-3a-carboxylate (138175-73-2,138285-32-2) → (2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-8-hydroxy-4a-methoxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate (145745-84-2) + (2aR*,3R*,4aR*,7aS*,8R*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-4a,8-dihydroxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate (138175-74-3,145840-54-6) + (2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-4a,8-dihydroxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate (138175-74-3,145840-54-6)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetonitrile; 1) 55 deg C, 5.5 h, 2) room temperature, 2 h;

DOI:10.1039/P19920002735

Reference yield: 45.0%

(1R*,3aR*,4R*,*8bR*)-methyl 1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4-dimethyl(phenyl)silyl-1,4,5,7,8,8b-hexahydro-3H-benzo<1,2-b:3,4-c'>difuran-3a-carboxylate (138175-73-2,138285-32-2) → (2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-8-hydroxy-4a-methoxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate (145745-84-2) + (2aR*,3R*,4aR*,7aS*,8R*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-4a,8-dihydroxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate (138175-74-3,145840-54-6) + (2aR*,3R*,4aR*,7aS*,8S*,10aR*,10bR*)-methyl 3-dimethyl(phenyl)silyl-4a,8-dihydroxyperhydronaphtho<1,8-bc:5,4a-b'>difuran-10-spiro-2'-(1',3'-dithiane)-2a-carboxylate (138175-74-3,145840-54-6)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetonitrile; 1) 55 deg C, 5.5 h, 2) room temperature, 2 h;

DOI:10.1039/P19920002735

upstream raw materials:

(1R,3aR,4R,8bR)-1-[2-(2,2-Dimethoxy-ethyl)-[1,3]dithian-2-yl]-4-(dimethyl-phenyl-silanyl)-1,4,5,7,8,8b-hexahydro-benzo[1,2-b;3,4-c']difuran-3a-carboxylic acid methyl ester

dimethyl(phenyl)silyllithium

2-(2,2-dimethoxyethyl)1,3-dithiane

(Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate

Downstream raw materials:

C₃₆H₅₂O₈S₂Si

(2aR*,3R*,5aS*,6S*,8aR*,8bR*)-methyl 3-dimethyl(phenyl)silyl-5-oxo-6-pivaloyloxy-5a-(2''-pivaloyloxyethyl)perhydronaphtho<1,8-bc>furan-8-spiro-2'-(1',3'-dithiane)-2a-carboxylate

(2aR*,3S*,5R*,5aS*,8S*,8aS*,8bS*)-methyl 3,5-<(S*)-benzylidenedioxy>-8-tert-butyldimethylsiloxyl-5a-cyanoacetoxymethyl-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate

(2aS,3R,5S,5aR,8S,8aR,8bR)-methyl 3,5-<(R)-benzylidenedioxy>-8-tert-butyldimethylsiloxy-5a-cyanoacetoxymethyl-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate