tert-butyl [(2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-(trityloxymethyl)tetrahydrofuran-2-yl]methylcarbamate

Base Information

Chemical Name:tert-butyl [(2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-(trityloxymethyl)tetrahydrofuran-2-yl]methylcarbamate
CAS No.:1190850-91-9
Molecular Formula:C₃₇H₄₁NO₆
Molecular Weight:595.736
Hs Code.:

Synonyms:tert-butyl [(2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-(trityloxymethyl)tetrahydrofuran-2-yl]methylcarbamate

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Chemical Property of tert-butyl [(2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-(trityloxymethyl)tetrahydrofuran-2-yl]methylcarbamate

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Technology Process of tert-butyl [(2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-(trityloxymethyl)tetrahydrofuran-2-yl]methylcarbamate

There total 1 articles about tert-butyl [(2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-(trityloxymethyl)tetrahydrofuran-2-yl]methylcarbamate 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: 93.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1190850-90-8
(2S,3R,4S,5R)-5-(azidomethyl)-4-(benzyloxy)-2-(trityloxymethyl)tetrahydrofuran-3-ol

: 1190850-91-9
tert-butyl [(2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-(trityloxymethyl)tetrahydrofuran-2-yl]methylcarbamate

Guidance literature:: (2S,3R,4S,5R)-5-(azidomethyl)-4-(benzyloxy)-2-(trityloxymethyl)tetrahydrofuran-3-ol; With trimethylphosphane; In tetrahydrofuran; toluene; at 0 ℃; for 1h; Inert atmosphere;

With water; In tetrahydrofuran; toluene; for 6h;

di-tert-butyl dicarbonate; With N-ethyl-N,N-diisopropylamine; In toluene; at 20 ℃; for 12h;
DOI:10.1002/ejoc.200900460

Reference yield: 74.0%

: 1190850-91-9
tert-butyl [(2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-(trityloxymethyl)tetrahydrofuran-2-yl]methylcarbamate

: 1190850-92-0
tert-butyl [(2R,3S,5R)-3-(benzyloxy)-5-(trityloxymethyl)tetrahydrofuran-2-yl]methylcarbamate

Guidance literature:: tert-butyl [(2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-(trityloxymethyl)tetrahydrofuran-2-yl]methylcarbamate; With 1,1'-Thiocarbonyldiimidazole; In toluene; at 90 ℃; for 5h;

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 4h; Inert atmosphere;
DOI:10.1002/ejoc.200900460