1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose

Base Information

Chemical Name:1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose
CAS No.:132436-48-7
Molecular Formula:C₂₉H₃₄O₄SSi
Molecular Weight:506.738
Hs Code.:

Synonyms:1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose

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Chemical Property of 1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose

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Technology Process of 1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose

There total 4 articles about 1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose 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: 69.0%

: 142495-48-5
(3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-phenylsulfanyl-tetrahydro-furan-2-ol

: 108-24-7
acetic anhydride

: 132436-48-7
1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose

Guidance literature:: With dmap; In dichloromethane;
DOI:10.1246/cl.1990.1459

Reference yield:

: 102717-29-3
(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one

: 132436-48-7
1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 1) lithium cyclohexylisopropylamide (LCIA) / THF, -20 deg C

2: DIBAL-H / tetrahydrofuran / -78 °C

3: 69 percent / DMAP / CH₂Cl₂

With dmap; diisobutylaluminium hydride; lithium cyclohexylisopropylamide; In tetrahydrofuran; dichloromethane;
DOI:10.1246/cl.1990.1459

Reference yield:

: 129778-50-3
(3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-phenylsulfanyl-dihydro-furan-2-one

: 132436-48-7
1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: DIBAL-H / tetrahydrofuran / -78 °C

2: 69 percent / DMAP / CH₂Cl₂

With dmap; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1246/cl.1990.1459