2S-t-butyldiphenylsilyloxymethyl-4R-(N₄'-acetylcytosin-1'-yl)-1,3-oxathiolane

Base Information

• Chemical Name: 2S-t-butyldiphenylsilyloxymethyl-4R-(N₄'-acetylcytosin-1'-yl)-1,3-oxathiolane
• CAS No.: 160706-00-3
• Molecular Formula: C₂₆H₃₁N₃O₄SSi
• Molecular Weight: 509.701
• Mol file: 160706-00-3.mol

Synonyms:

Chemical Property of 2S-t-butyldiphenylsilyloxymethyl-4R-(N₄'-acetylcytosin-1'-yl)-1,3-oxathiolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2S-t-butyldiphenylsilyloxymethyl-4R-(N₄'-acetylcytosin-1'-yl)-1,3-oxathiolane

There total 5 articles about 2S-t-butyldiphenylsilyloxymethyl-4R-(N₄'-acetylcytosin-1'-yl)-1,3-oxathiolane 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: 78.0%

→ 2S-t-butyldiphenylsilyloxymethyl-4R-(N4'-acetylcytosin-1'-yl)-1,3-oxathiolane (160706-00-3)

Guidance literature:

Reference yield:

2S-t-butyldiphenylsilyloxymethyl-1,3-oxathiolane (173841-92-4) → 2S-t-butyldiphenylsilyloxymethyl-4R-(N4'-acetylcytosin-1'-yl)-1,3-oxathiolane (160706-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) m-chloroperbenzoic acid, 2.) (n-Bu)4NOAc / 1.) CH₂Cl₂, 2.) 120 deg C

2: TMSOTf / 1,2-dichloro-ethane / Heating

With trimethylsilyl trifluoromethanesulfonate; tetrabutylammonium acetate; 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane;

DOI:10.1021/jm00001a001

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 2S-t-butyldiphenylsilyloxymethyl-4R-(N4'-acetylcytosin-1'-yl)-1,3-oxathiolane (160706-00-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Im / tetrahydrofuran

2: 1.) m-chloroperbenzoic acid, 2.) (n-Bu)4NOAc / 1.) CH₂Cl₂, 2.) 120 deg C

3: TMSOTf / 1,2-dichloro-ethane / Heating

With trimethylsilyl trifluoromethanesulfonate; impramine; tetrabutylammonium acetate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1021/jm00001a001

upstream raw materials:

Trans and Cis-2S-t-butyldiphenylsilyloxymethyl-4-acetoxy-1,3-oxathiolane

tert-butylchlorodiphenylsilane

2S-t-butyldiphenylsilyloxymethyl-1,3-oxathiolane

Downstream raw materials:

(1'R,4'S)-deoxy-3'-oxathiocytidine

Refernces

• 1、 Mansour, Tarek S.,Jin, Haolun,Wang, Wei,Hooker, Elizabeth U.,Ashman, Clare,et al.. "Anti-Human Immunodeficiency Virus and Anti-Hepatitis-B Virus Activities and Toxicities of the Enantiomers of 2'-Deoxy-3'-oxa-4'-thiocytidine and Their 5-Fluoro Analogues in Vitro". . p. 1 - 4. Retrieved 2007/10/02.