(1R,2S,3S,4R,5R,6S)-2-azido-3,4,5,6-tetrakis(benzyloxy)-N-nonylcyclohexanamine

Base Information

Chemical Name:(1R,2S,3S,4R,5R,6S)-2-azido-3,4,5,6-tetrakis(benzyloxy)-N-nonylcyclohexanamine
CAS No.:1310554-94-9
Molecular Formula:C₄₃H₅₄N₄O₄
Molecular Weight:690.926
Hs Code.:

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

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

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

There total 6 articles about (1R,2S,3S,4R,5R,6S)-2-azido-3,4,5,6-tetrakis(benzyloxy)-N-nonylcyclohexanamine 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: 75.0%

: 124-19-6
nonan-1-al

: 1310554-93-8
(1R,2S,3S,4R,5R,6S)-2-azido-3,4,5,6-tetrakis(benzyloxy)cyclohexanamine

: 1310554-94-9
(1R,2S,3S,4R,5R,6S)-2-azido-3,4,5,6-tetrakis(benzyloxy)-N-nonylcyclohexanamine

Guidance literature:: With methanol; sodium cyanoborohydride; acetic acid; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ml200098j

Reference yield:

: 1287225-25-5
(1R,2R,3S,4R,5R,6S)-2-amino-3,4,5,6-tetrakis(benzyloxy)cyclohexanol

: 1310554-94-9
(1R,2S,3S,4R,5R,6S)-2-azido-3,4,5,6-tetrakis(benzyloxy)-N-nonylcyclohexanamine

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: triethylamine / tetrahydrofuran / 5 h / 20 °C

3: sodium azide / N,N-dimethyl-formamide / 18 h / 90 °C

4: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

5: methanol; sodium cyanoborohydride; acetic acid / 1 h / 20 °C / Inert atmosphere

With methanol; sodium azide; sodium cyanoborohydride; acetic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ml200098j

Reference yield:

: 868549-83-1
(1R,2R,3S,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-(tert-butoxycarbonylamino)cyclohexyl methanesulfonate

: 1310554-94-9
(1R,2S,3S,4R,5R,6S)-2-azido-3,4,5,6-tetrakis(benzyloxy)-N-nonylcyclohexanamine

Guidance literature:: Multi-step reaction with 3 steps

1: sodium azide / N,N-dimethyl-formamide / 18 h / 90 °C

2: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

3: methanol; sodium cyanoborohydride; acetic acid / 1 h / 20 °C / Inert atmosphere

With methanol; sodium azide; sodium cyanoborohydride; acetic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ml200098j