(1R,3R,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptan-5-one oxime

Base Information

Chemical Name:(1R,3R,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptan-5-one oxime
CAS No.:1186024-06-5
Molecular Formula:C₂₆H₂₇N₃O₆
Molecular Weight:477.517
Hs Code.:

Synonyms:(1R,3R,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptan-5-one oxime

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Chemical Property of (1R,3R,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptan-5-one oxime

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Technology Process of (1R,3R,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptan-5-one oxime

There total 5 articles about (1R,3R,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptan-5-one oxime 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: 60.0%

: 1186024-01-0
(1R,3R,4R,5R,7S)-7-benzyloxy-1-benzyloxymethyl-5-benzyloxyamino-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptane

: 1186024-06-5
(1R,3R,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptan-5-one oxime

Guidance literature:: With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In ethyl acetate; at 20 ℃; for 1h;
DOI:10.1021/jo901009w

Reference yield:

: C₂₆H₂₈N₂O₇

: 1186024-06-5
(1R,3R,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptan-5-one oxime

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 2 h / Inert atmosphere; Reflux

2: pyridine / 20 °C / Inert atmosphere

3: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / 5 h / Reflux

4: 3-chloro-benzenecarboperoxoic acid; potassium carbonate / ethyl acetate / 1 h / 20 °C

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; ethyl acetate;
DOI:10.1021/jo500266k

Reference yield:

: 1186023-98-2
4'-(benzyloxyimino)ethyl-2'-hydroxy-3',5'-di-O-benzyl-thymidine

: 1186024-06-5
(1R,3R,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptan-5-one oxime

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 20 °C / Inert atmosphere

2: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / 5 h / Reflux

3: 3-chloro-benzenecarboperoxoic acid; potassium carbonate / ethyl acetate / 1 h / 20 °C

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In ethyl acetate;
DOI:10.1021/jo500266k