(1R)-2,3,4-tri-O-benzyl-N-[(benzyloxy)carbonyl]-1,5-dideoxy-1,5-imino-1-C-(propy-2-enyl)-D-xylitol

Base Information

Chemical Name:(1R)-2,3,4-tri-O-benzyl-N-[(benzyloxy)carbonyl]-1,5-dideoxy-1,5-imino-1-C-(propy-2-enyl)-D-xylitol
CAS No.:1222827-06-6
Molecular Formula:C₃₇H₃₉NO₅
Molecular Weight:577.72
Hs Code.:

Synonyms:(1R)-2,3,4-tri-O-benzyl-N-[(benzyloxy)carbonyl]-1,5-dideoxy-1,5-imino-1-C-(propy-2-enyl)-D-xylitol

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Chemical Property of (1R)-2,3,4-tri-O-benzyl-N-[(benzyloxy)carbonyl]-1,5-dideoxy-1,5-imino-1-C-(propy-2-enyl)-D-xylitol

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Technology Process of (1R)-2,3,4-tri-O-benzyl-N-[(benzyloxy)carbonyl]-1,5-dideoxy-1,5-imino-1-C-(propy-2-enyl)-D-xylitol

There total 4 articles about (1R)-2,3,4-tri-O-benzyl-N-[(benzyloxy)carbonyl]-1,5-dideoxy-1,5-imino-1-C-(propy-2-enyl)-D-xylitol 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:

: C₃₈H₄₃NO₈S

: 1222827-06-6
(1R)-2,3,4-tri-O-benzyl-N-[(benzyloxy)carbonyl]-1,5-dideoxy-1,5-imino-1-C-(propy-2-enyl)-D-xylitol

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 25h; Inert atmosphere;
DOI:10.1016/j.tet.2012.12.082

Reference yield:

: 1354483-32-1
(1R)-1-C-allyl-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-xylitol

: 501-53-1,94274-21-2
benzyl chloroformate

: 1222827-06-6
(1R)-2,3,4-tri-O-benzyl-N-[(benzyloxy)carbonyl]-1,5-dideoxy-1,5-imino-1-C-(propy-2-enyl)-D-xylitol

Guidance literature:: With sodium hydrogencarbonate; In 1,4-dioxane; water; for 20h;
DOI:10.1002/ejoc.200901208

Reference yield:

: N-benzyloxycarbonyl 2,3,4-tri-O-benzyl-α,β-D-xylopyranosylamine

: 1222827-06-6
(1R)-2,3,4-tri-O-benzyl-N-[(benzyloxy)carbonyl]-1,5-dideoxy-1,5-imino-1-C-(propy-2-enyl)-D-xylitol

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 20 h / -20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 23 h / 20 °C / Inert atmosphere; Molecular sieve

3: potassium tert-butylate / tetrahydrofuran / 25 h / 20 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; potassium tert-butylate; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2012.12.082