5'-O-benzyl-6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-4'α-methoxycarbonyl-D-adenosine

Base Information

Chemical Name:5'-O-benzyl-6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-4'α-methoxycarbonyl-D-adenosine
CAS No.:208175-48-8
Molecular Formula:C₃₂H₃₉N₅O₆Si
Molecular Weight:617.777
Hs Code.:

Synonyms:5'-O-benzyl-6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-4'α-methoxycarbonyl-D-adenosine

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Chemical Property of 5'-O-benzyl-6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-4'α-methoxycarbonyl-D-adenosine

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Technology Process of 5'-O-benzyl-6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-4'α-methoxycarbonyl-D-adenosine

There total 4 articles about 5'-O-benzyl-6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-4'α-methoxycarbonyl-D-adenosine 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:

: methyl 5-O-benzyl-2-deoxy-4α-methoxycarbonyl-α,β-D-ribo-pentofuranoside

: 208175-48-8
5'-O-benzyl-6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-4'α-methoxycarbonyl-D-adenosine

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) N,O-bis(trimethyllsilyl)acetamide, 2.) SnCl₄ / 1.) MeCN, 80 deg C, 30 min, 2.) MeCN, 0 deg C -> rt

With 2,6-dimethylpyridine; N,O-bis-(trimethylsilyl)-acetamide; tin(IV) chloride; In dichloromethane;
DOI:10.1021/jo990046e

Reference yield:

: 4005-49-6
N-benzoyladenine

: 484678-85-5
methyl 5-O-benzyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-4α-methoxycarbonyl-α,β-D-ribo-pentofuranoside

: 208175-23-9
(2R,3S,5S)-5-(6-Benzoylamino-purin-9-yl)-2-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester

: 208175-48-8
5'-O-benzyl-6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-4'α-methoxycarbonyl-D-adenosine

Guidance literature:: With tin(IV) chloride; In acetonitrile; Yield given. Yields of byproduct given;
DOI:10.1021/jo980301f

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 208175-48-8
5'-O-benzyl-6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxy-4'α-methoxycarbonyl-D-adenosine

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) N,O-bis(trimethyllsilyl)acetamide, 2.) SnCl₄ / 1.) MeCN, 80 deg C, 30 min, 2.) MeCN, 0 deg C -> rt

With 2,6-dimethylpyridine; N,O-bis-(trimethylsilyl)-acetamide; tin(IV) chloride; In dichloromethane;
DOI:10.1021/jo990046e