Aids003931

Base Information

• Chemical Name: Aids003931
• CAS No.: 141684-56-2
• Molecular Formula: C₂₅H₄₄N₄O₈SSi₂
• Molecular Weight: 616.883
• Mol file: 141684-56-2.mol

Synonyms:Acetamide,N-[1-[4-amino-9-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-,S,S-dioxide, [5S-(5a,6a,8a,9b)]-; Acetamide,N-[1-[4-amino-9-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2,2-dioxido-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-,[5S-(5a,6a,8a,9b)]- (9CI);1,7-Dioxa-2-thiaspiro[4.4]nonane, acetamide deriv.

Chemical Property of Aids003931

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 169.45000
• Density: 1.25g/cm³
• LogP: 5.26430

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Aids003931

There total 2 articles about Aids003931 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: 63.0%

4-N-acetyl-1-<2',5'-bis-O-(tert-butyldimethylsilyl)-3'-C-cyano-3'-O-mesyl-β-D-xylofuranosyl>cytosine (141684-54-0) → <4-N-acetyl-1-<2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-xylofuranosyl>cytosine>-3'-spiro-5''-<4''-amino-1'',2''-oxathiole 2'',2''-dioxide> (141684-56-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 3h; Ambient temperature;

DOI:10.1021/jm00093a002

Reference yield:

4-N-acetyl-1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranos-3'-ulosyl]cytosine (121055-63-8) → <4-N-acetyl-1-<2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-xylofuranosyl>cytosine>-3'-spiro-5''-<4''-amino-1'',2''-oxathiole 2'',2''-dioxide> (141684-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) aq. NaHCO₃, 2.) pyridine / 1.) Et₂O, RT, 16 h, 2.) from 8 deg C to 10 deg C, 48 h

2: 63 percent / DBU / acetonitrile / 3 h / Ambient temperature

With pyridine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

DOI:10.1021/jm00093a002

upstream raw materials:

4-N-acetyl-1-<2',5'-bis-O-(tert-butyldimethylsilyl)-3'-C-cyano-3'-O-mesyl-β-D-xylofuranosyl>cytosine

4-N-acetyl-1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranos-3'-ulosyl]cytosine

Refernces