(1R,2S,3R,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-methoxycyclohexanamine

Base Information

Chemical Name:(1R,2S,3R,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-methoxycyclohexanamine
CAS No.:1371586-80-9
Molecular Formula:C₃₅H₃₉NO₅
Molecular Weight:553.698
Hs Code.:

Synonyms:(1R,2S,3R,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-methoxycyclohexanamine

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Chemical Property of (1R,2S,3R,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-methoxycyclohexanamine

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Technology Process of (1R,2S,3R,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-methoxycyclohexanamine

There total 2 articles about (1R,2S,3R,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-methoxycyclohexanamine 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: 85.0%

: 1371586-76-3
((1S,2R,3R,4S,5R,6S)-5-azido-6methoxycyclohexane-1,2,3,4-tetrayl)tetrakis(oxy)tetrakis(methylene)tetrabenzene

: 1371586-80-9
(1R,2S,3R,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-methoxycyclohexanamine

Guidance literature:: ((1S,2R,3R,4S,5R,6S)-5-azido-6methoxycyclohexane-1,2,3,4-tetrayl)tetrakis(oxy)tetrakis(methylene)tetrabenzene; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;

With water; sodium sulfate; In tetrahydrofuran;
DOI:10.1021/jm300342q

Reference yield:

: 949887-65-4
(+)-(1S,2R,3S,4R,5R,6S)-2-azido-3,4,5,6-tetrakisbenzyloxycyclohexanol

: 1371586-80-9
(1R,2S,3R,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-methoxycyclohexanamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C

1.2: 0.5 h / 0 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm300342q