6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-hydroxy-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one

Base Information

• Chemical Name: 6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-hydroxy-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one
• CAS No.: 133832-38-9
• Molecular Formula: C₃₁H₃₈O₅SSi
• Molecular Weight: 550.791
• Mol file: 133832-38-9.mol

Synonyms:6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-hydroxy-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one

Chemical Property of 6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-hydroxy-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-hydroxy-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one

There total 9 articles about 6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-hydroxy-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one 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:

6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one (144085-90-5,144176-96-5) → 6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-hydroxy-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one (133832-38-9)

Guidance literature:

With zinc dibromide; In dichloromethane;

Reference yield:

3,3,11-Trimethyl-1,5,9-trioxa-spiro[5.5]undec-7-ene (129144-81-6) → 6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-hydroxy-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one (133832-38-9)

Guidance literature:

Multi-step reaction with 2 steps

2: ZnBr₂ / CH₂Cl₂

With zinc dibromide; In dichloromethane;

Reference yield:

(3aR,6S,7S,7aS)-7-Hydroxy-3-oxo-octahydro-benzo[b]thiophene-6-carboxylic acid methyl ester (133816-94-1,144176-87-4) → 6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-hydroxy-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one (133832-38-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 84 percent / DMAP, i-Pr₂NEt / CH₂Cl₂

2: 90 percent / NaBH₄ / methanol / 0 °C

4: 1.) BH₃, 2.) NaOH, H₂O₂ / 1.) THF, 2.) 0 deg C

5: 2,6-lutidine / CH₂Cl₂

6: DIBAL-H / toluene / -78 °C

8: ZnBr₂ / CH₂Cl₂

With 2,6-dimethylpyridine; dmap; sodium hydroxide; sodium tetrahydroborate; borane; dihydrogen peroxide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; zinc dibromide; In methanol; dichloromethane; toluene;

upstream raw materials:

6-[(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbonyl]-3-methyl-2,3-dihydro-pyran-4-one

3,3,11-Trimethyl-1,5,9-trioxa-spiro[5.5]undec-7-ene

(3aR,6S,7S,7aS)-7-Hydroxy-3-oxo-octahydro-benzo[b]thiophene-6-carboxylic acid methyl ester

(3aS,6R,7R,7aR)-7-(2-Methoxy-ethoxymethoxy)-3a,4,5,6,7,7a-hexahydro-benzo[b]thiophene-6-carboxylic acid methyl ester

Downstream raw materials:

C₁₅H₂₀O₅S

C₃₁H₃₈O₅SSi

C₃₁H₃₈O₅SSi

C₃₁H₃₈O₅SSi