(+/-)-tert-butyl<<(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanyl>methoxy>dimethylsilane

Base Information

• Chemical Name: (+/-)-tert-butyl<<(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanyl>methoxy>dimethylsilane
• CAS No.: 95588-48-0
• Molecular Formula: C₂₅H₄₀O₃SSi
• Molecular Weight: 448.742
• Mol file: 95588-48-0.mol

Synonyms:(+/-)-tert-butyl<<(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanyl>methoxy>dimethylsilane

Chemical Property of (+/-)-tert-butyl<<(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanyl>methoxy>dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-tert-butyl<<(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanyl>methoxy>dimethylsilane

There total 17 articles about (+/-)-tert-butyl<<(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanyl>methoxy>dimethylsilane 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: 95.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (+/-)-(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanmethanol (95588-47-9) → (+/-)-tert-butyl<<(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanyl>methoxy>dimethylsilane (95588-48-0)

Guidance literature:

With dmap; triethylamine; In chloroform;

DOI:10.1021/ja00413a037

Reference yield:

lithium thiophenoxide (2973-86-6) → (+/-)-tert-butyl<<(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanyl>methoxy>dimethylsilane (95588-48-0)

Guidance literature:

Multi-step reaction with 5 steps

1: dimethylformamide / 3 h / 110 °C

2: diethyl ether / 0 °C

3: LiAlH₄ / diethyl ether / 0 °C

4: diphenyl diselenide, 30percent aq. H₂O₂ / CH₂Cl₂; diethyl ether / 7 h / 25 °C

5: Et₃N, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 20 h / 25 °C

With dmap; lithium aluminium tetrahydride; diphenyl diselenide; dihydrogen peroxide; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00209a017

Reference yield:

(+/-)-1α-Ethyl-5β-(hydroxymethyl)-3aβ,4,5,7aα-tetrahydroindan-4β-carboxylic Acid γ-Lactone (76566-89-7,88244-69-3,78216-75-8,91109-68-1) → (+/-)-tert-butyl<<(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanyl>methoxy>dimethylsilane (95588-48-0)

Guidance literature:

Multi-step reaction with 5 steps

1: dimethylformamide / 3 h / 110 °C

2: diethyl ether / 0 °C

3: LiAlH₄ / diethyl ether / 0 °C

4: diphenyl diselenide, 30percent aq. H₂O₂ / CH₂Cl₂; diethyl ether / 7 h / 25 °C

5: Et₃N, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 20 h / 25 °C

With dmap; lithium aluminium tetrahydride; diphenyl diselenide; dihydrogen peroxide; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00209a017

upstream raw materials:

tert-butyldimethylsilyl chloride

(+/-)-(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanmethanol

3,4,5,6-tetrahydro-2H-pyran-2-one

3-ethyl-tetrahydro-pyran-2-one

Downstream raw materials:

(R)-2-((2R,5S,6R)-6-{(E)-4-Benzenesulfonyl-4-[(1S,3aR,4S,5R,7aS)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-ethyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-1-ethyl-but-1-enyl}-5-methyl-tetrahydro-pyran-2-yl)-propionic acid methyl ester

(R)-2-((2R,5S,6R)-6-{(E)-4-Benzenesulfonyl-4-[(1R,3aS,4R,5S,7aR)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-ethyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-1-ethyl-but-1-enyl}-5-methyl-tetrahydro-pyran-2-yl)-propionic acid methyl ester

antibiotic X-14547 A