(1R,2S,3S,4S,5S,6S)-2-amino-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

Base Information

Chemical Name:(1R,2S,3S,4S,5S,6S)-2-amino-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol
CAS No.:1319731-12-8
Molecular Formula:C₃₅H₃₉NO₅
Molecular Weight:553.698
Hs Code.:

Synonyms:(1R,2S,3S,4S,5S,6S)-2-amino-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

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Chemical Property of (1R,2S,3S,4S,5S,6S)-2-amino-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

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Technology Process of (1R,2S,3S,4S,5S,6S)-2-amino-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

There total 3 articles about (1R,2S,3S,4S,5S,6S)-2-amino-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol 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: 99.0%

: 1319731-29-7
(1R,2S,3S,4S,5S,6S)-2-azido-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)cyclohexan-1-ol

: 1319731-12-8
(1R,2S,3S,4S,5S,6S)-2-amino-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

Guidance literature:: With platinum(IV) oxide; hydrogen; In tetrahydrofuran; at 20 ℃; for 1.5h;

Reference yield:

: 1320336-58-0
(1R,2R,3S,4S,5R,6R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl )-7-oxabicyclo[4.1.0]heptane

: 1319731-12-8
(1R,2S,3S,4S,5S,6S)-2-amino-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1: sodium azide; lithium perchlorate / acetonitrile / 20 - 80 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 25 °C / Inert atmosphere

With lithium aluminium tetrahydride; sodium azide; lithium perchlorate; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ja202610x

Reference yield:

: 1319731-18-4
(3S,4R,5S,6R)-6-(benzyloxymethyl)-3,4,5-(tribenzyloxy)cyclohex-1-ene

: 1319731-12-8
(1R,2S,3S,4S,5S,6S)-2-amino-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 0 - 20 °C

2: lithium perchlorate; sodium azide / N,N-dimethyl-formamide / 18 h / 80 °C

3: hydrogen; platinum(IV) oxide / tetrahydrofuran / 1.5 h / 20 °C

With platinum(IV) oxide; sodium azide; hydrogen; lithium perchlorate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;