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

Base Information

Chemical Name:(3R,4S,5S,6R)-6-[N-benzyl-N-(benzyloxycarbonyl)amino]-3,4,5-tris(benzyloxy)-1,8-nonadiene
CAS No.:358972-61-9
Molecular Formula:C₄₅H₄₇NO₅
Molecular Weight:681.872
Hs Code.:

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

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

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

There total 5 articles about (3R,4S,5S,6R)-6-[N-benzyl-N-(benzyloxycarbonyl)amino]-3,4,5-tris(benzyloxy)-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: 100.0%

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

: 358972-59-5
(3R,4S,5S,6R)-6-(N-benzylamino)-3,4,5-tris(benzyloxy)-1,8-nonadiene

: 358972-61-9
(3R,4S,5S,6R)-6-[N-benzyl-N-(benzyloxycarbonyl)amino]-3,4,5-tris(benzyloxy)-1,8-nonadiene

Guidance literature:: With potassium hydrogencarbonate; In ethyl acetate;
DOI:10.1039/b102353p

Reference yield:

: 85716-43-4
methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 358972-61-9
(3R,4S,5S,6R)-6-[N-benzyl-N-(benzyloxycarbonyl)amino]-3,4,5-tris(benzyloxy)-1,8-nonadiene

Guidance literature:: Multi-step reaction with 2 steps

1.1: zinc; TMSCl / tetrahydrofuran / 40 °C / sonication

1.2: tetrahydrofuran / 1 h / 40 °C / sonication

1.3: tetrahydrofuran / 0.33 h / 40 °C / sonication

2.1: KHCO₃ / CH₂Cl₂; H₂O / 1.03 h

With chloro-trimethyl-silane; potassium hydrogencarbonate; zinc; In tetrahydrofuran; dichloromethane; water; 1.3: Barbier-type allylation;
DOI:10.1021/jo020645c

Reference yield:

: 100-46-9
benzylamine

: 358972-61-9
(3R,4S,5S,6R)-6-[N-benzyl-N-(benzyloxycarbonyl)amino]-3,4,5-tris(benzyloxy)-1,8-nonadiene

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / Zn / tetrahydrofuran / 40 °C / Sonication

2: 100 percent / aq. KHCO₃ / ethyl acetate

With potassium hydrogencarbonate; zinc; In tetrahydrofuran; ethyl acetate;
DOI:10.1039/b102353p