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

Base Information

Chemical Name:(1R,3R,4R,5R,7S)-7-benzyloxy-1-benzyloxymethyl-5-benzyloxyamino-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptane
CAS No.:1186024-01-0
Molecular Formula:C₃₃H₃₅N₃O₆
Molecular Weight:569.657
Hs Code.:

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

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

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

There total 5 articles about (1R,3R,4R,5R,7S)-7-benzyloxy-1-benzyloxymethyl-5-benzyloxyamino-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptane 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%

: 1186023-99-3
4'-(benzyloxyimino)ethyl-2'-hydroxy-3',5'-di-O-benzyl-2'-O-phenoxythiocarbonyl-thymidine

: 1186024-00-9
(1R,3R,4R,5S,7S)-7-benzyloxy-1-benzyloxymethyl-5-benzyloxyamino-3-(thymin-1-yl)-2-oxa-bicyclo[2.2.1]heptane

: 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

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 8h; Reflux; Inert atmosphere;
DOI:10.1021/jo901009w

Reference yield:

: C₂₆H₂₈N₂O₇

: 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

Guidance literature:: Multi-step reaction with 3 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

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane;
DOI:10.1021/jo500266k

Reference yield:

: 938193-16-9
2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile

: 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

Guidance literature:: Multi-step reaction with 4 steps

1: diisobutylaluminium hydride / dichloromethane / 4 h / -78 °C / Inert atmosphere

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

3: pyridine / 20 °C / Inert atmosphere

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

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1021/jo500266k