(3R,4S,5S,6R)-6-[(N-benzyl)amino]-3,5-bis(benzyloxy)-4-fluoro-1,8-nonadiene

Base Information

Chemical Name:(3R,4S,5S,6R)-6-[(N-benzyl)amino]-3,5-bis(benzyloxy)-4-fluoro-1,8-nonadiene
CAS No.:1236278-81-1
Molecular Formula:C₃₀H₃₄FNO₂
Molecular Weight:459.604
Hs Code.:

Synonyms:(3R,4S,5S,6R)-6-[(N-benzyl)amino]-3,5-bis(benzyloxy)-4-fluoro-1,8-nonadiene

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Chemical Property of (3R,4S,5S,6R)-6-[(N-benzyl)amino]-3,5-bis(benzyloxy)-4-fluoro-1,8-nonadiene

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Technology Process of (3R,4S,5S,6R)-6-[(N-benzyl)amino]-3,5-bis(benzyloxy)-4-fluoro-1,8-nonadiene

There total 8 articles about (3R,4S,5S,6R)-6-[(N-benzyl)amino]-3,5-bis(benzyloxy)-4-fluoro-1,8-nonadiene 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: 57.0%

: 1236278-80-0
methyl 2,4-di-O-benzyl-3,6-dideoxy-3-fluoro-6-iodo-β-D-glucopyranoside

: 106-95-6
allyl bromide

: 100-46-9
benzylamine

: 1236278-81-1
(3R,4S,5S,6R)-6-[(N-benzyl)amino]-3,5-bis(benzyloxy)-4-fluoro-1,8-nonadiene

Guidance literature:: With zinc;
DOI:10.1515/znb-2010-0402

Reference yield: 40.3%

: 1236278-82-2
methyl 2,4-di-O-benzyl-3,6-dideoxy-3-fluoro-6-iodo-α-D-glucopyranoside

: 106-95-6
allyl bromide

: 100-46-9
benzylamine

: 1236278-81-1
(3R,4S,5S,6R)-6-[(N-benzyl)amino]-3,5-bis(benzyloxy)-4-fluoro-1,8-nonadiene

Guidance literature:: methyl 2,4-di-O-benzyl-3,6-dideoxy-3-fluoro-6-iodo-α-D-glucopyranoside; With zinc; In tetrahydrofuran; for 0.333333h; Sonication;

benzylamine; In tetrahydrofuran; at 40 ℃; for 8h; Sonication;

allyl bromide; In tetrahydrofuran; for 4h; Sonication;
DOI:10.1515/znb-2010-0402

Reference yield:

: C₄₀H₃₉FO₅

: 1236278-81-1
(3R,4S,5S,6R)-6-[(N-benzyl)amino]-3,5-bis(benzyloxy)-4-fluoro-1,8-nonadiene

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / methanol; dichloromethane / 24 h / 25 °C

2: 1H-imidazole; iodine; triphenylphosphine / toluene / 2 h / 95 °C

3: zinc

With 1H-imidazole; iodine; toluene-4-sulfonic acid; triphenylphosphine; zinc; In methanol; dichloromethane; toluene;
DOI:10.1515/znb-2010-0402