1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>thymine

Base Information

Chemical Name:1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>thymine
CAS No.:132336-18-6
Molecular Formula:C₃₂H₃₆N₂O₄SSi
Molecular Weight:572.8
Hs Code.:

Synonyms:1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>thymine

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Chemical Property of 1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>thymine

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Technology Process of 1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>thymine

There total 8 articles about 1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>thymine 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: 87.0%

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

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 132336-18-6
1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>thymine

: 129778-51-4
1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-β-D-erythro-pentofuranosyl>thymine

Guidance literature:: tin(IV) chloride; In 1,2-dichloro-ethane; at 0 ℃; for 4h; Title compound not separated from byproducts;
DOI:10.1246/cl.1990.1459

Reference yield:

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

: 132336-18-6
1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>thymine

Guidance literature:: Multi-step reaction with 3 steps

1: DIBAL-H / toluene / -78 °C

2: NEt₃, SOCl₂ / CH₂Cl₂ / 0 - 25 °C

3: 2) SnCl₄ / 1) CH₂Cl₂, -78 deg C, 30 min, 2) -78 deg C to room temperature, 2 h

With thionyl chloride; tin(IV) chloride; diisobutylaluminium hydride; triethylamine; In dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)74036-6

Reference yield:

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

: 132336-18-6
1-<5-O-tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-α-D-erythro-pentofuranosyl>thymine

Guidance literature:: Multi-step reaction with 2 steps

1: 69 percent / DMAP / CH₂Cl₂

2: SnCl₄ / 1,2-dichloro-ethane / 4 h / 0 °C

With dmap; tin(IV) chloride; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1246/cl.1990.1459