(-)-(2S,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-cystosine

Base Information

• Chemical Name: (-)-(2S,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-cystosine
• CAS No.: 149819-22-7
• Molecular Formula: C₂₄H₂₉N₃O₃SSi
• Molecular Weight: 467.664
• Mol file: 149819-22-7.mol

Synonyms:(-)-(2S,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-cystosine

Chemical Property of (-)-(2S,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-cystosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(2S,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-cystosine

There total 17 articles about (-)-(2S,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-cystosine 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: 100.0%

(+/-)-cis-N-<2-(hydroxymethyl)-1,3-oxathiolan-5-yl>cytosine (131086-21-0,131086-22-1,134678-17-4,134680-32-3,136846-20-3,136891-12-8,139757-68-9,141434-39-1,146726-78-5) + tert-butylchlorodiphenylsilane (58479-61-1) → cis-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-5-(cytosin-1'-yl)-1,3-oxathiolane (136831-90-8,137125-20-3,137125-21-4,145416-33-7,145985-97-3,145985-98-4,149819-22-7)

Guidance literature:

With pyridine; for 24h; Ambient temperature;

DOI:10.1080/07328319308019017

Reference yield: 80.0%

[2-[[tert-butyl(diphenyl)silyl]oxymethyl]-1,3-oxathiolan-5-yl] acetate (139757-72-5) → cis-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-5-(cytosin-1'-yl)-1,3-oxathiolane (136831-90-8,137125-20-3,137125-21-4,145416-33-7,145985-97-3,145985-98-4,149819-22-7)

Guidance literature:

With tin(IV) chloride; In dichloromethane; Ambient temperature;

Reference yield: 76.0%

(-)-(2S,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-N4-acetylcystosine (136846-19-0) → (-)-(2S,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-cystosine (149819-22-7)

Guidance literature:

With ammonia; In methanol; for 3h; Ambient temperature;

DOI:10.1021/jm00070a006

upstream raw materials:

(-)-(2S,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-N₄-acetylcystosine

(2S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-[1,3]oxathiolane-5-carbaldehyde

(-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid

<2S(2α,5α)>- and <2S(2α,5β)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-ol acetate

Downstream raw materials:

(2S,5S)-1-<2-(hydroxymethyl)-1,3-oxathiolan-5-yl>cytosine

(+/-)-cis-N-<2-(hydroxymethyl)-1,3-oxathiolan-5-yl>cytosine

cis-2-(tert-butyldiphenylsilyloxymethyl)-5-4-(Boc-AHPPA-1-oxo-6-aminopentyl)cytosin-1'-yl>-1,3-oxathiolane