8,2'β-Epithio-2'-deoxyadenosine

Base Information

• Chemical Name: 8,2'β-Epithio-2'-deoxyadenosine
• CAS No.: 16667-76-8
• Molecular Formula: C₁₀H₁₁N₅O₃S
• Molecular Weight: 281.295
• Mol file: 16667-76-8.mol

Synonyms:(6aS)-4-Amino-6aα,7,8,9aα-tetrahydro-7α-hydroxyfuro[2',3':4,5]thiazolo[3,2-e]purine-8β-methanol;8,2'β-Epithio-2'-deoxyadenosine

Chemical Property of 8,2'β-Epithio-2'-deoxyadenosine

Chemical Property:

• PSA: 144.61000
• LogP: -0.28540

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

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Technology Process of 8,2'β-Epithio-2'-deoxyadenosine

There total 17 articles about 8,2'β-Epithio-2'-deoxyadenosine 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: 91.0%

8,2'-anhydro-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-8-mercaptoadenosine (208402-31-7) → 8,2'-S-cyclo-adenosine (16667-76-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1080/07328319808003459

Reference yield: 71.0%

2-Amino-6-chloropurin (10310-21-1) + Acetic acid (S)-4,4-diethoxy-2-(toluene-4-sulfonyloxymethyl)-butyl ester → 8,2'-S-cyclo-adenosine (16667-76-8) + (R)-2-amino-6-chloro-9-(2-acetoxymethyl-4,4-diethoxybutyl)purine

Guidance literature:

With tert-butylimino-tri(pyrrolidino)phosphorane; In tetrahydrofuran; at 40 - 43 ℃;

DOI:10.1080/15257770008035027

Reference yield:

6-Chloro-9H-purin-2-amine ion(1-) tetrabutylammonium salt + Acetic acid (S)-4,4-diethoxy-2-(toluene-4-sulfonyloxymethyl)-butyl ester → 8,2'-S-cyclo-adenosine (16667-76-8) + (R)-2-amino-6-chloro-9-(2-acetoxymethyl-4,4-diethoxybutyl)purine

Guidance literature:

With base; In N,N-dimethyl-formamide; at 45 ℃; for 15h;

DOI:10.1080/15257770008035027

upstream raw materials:

8-bromo-2'-O-p-toluenesulfonyl adenosine

triethylamine carbonate

8,2'-S-cycloadenylyl-(3'-5')-8,2'-S-cycloadenosine

8,2'-anhydro-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-8-mercaptoadenosine

Downstream raw materials:

(6aS)-4-benzoylamino-7c-benzoyloxy-8t-hydroxymethyl-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]thiazolo[3,2-e]purine

(6aS)-4-amino-8t-(toluene-4-sulfonyloxymethyl)-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]thiazolo[3,2-e]purin-7c-ol

(6aS)-4-benzoylamino-8t-(4-methoxy-trityloxymethyl)-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]thiazolo[3,2-e]purin-7c-ol

5'-O-monomethoxytrityl-8,2'-S-cycloadenosine

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