(1R,3R,4R)-3-hydroxy-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid amide

Base Information

Chemical Name:(1R,3R,4R)-3-hydroxy-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid amide
CAS No.:615569-04-5
Molecular Formula:C₁₂H₂₂N₂O₄
Molecular Weight:258.318
Hs Code.:

Synonyms:(1R,3R,4R)-3-hydroxy-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid amide

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Chemical Property of (1R,3R,4R)-3-hydroxy-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid amide

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Technology Process of (1R,3R,4R)-3-hydroxy-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid amide

There total 6 articles about (1R,3R,4R)-3-hydroxy-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid amide 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%

: 615569-10-3
(1R,3R,4R)-4-amino-3-hydroxy-cyclohexanecarboxylic acid amide acetate

: 24424-99-5
di-tert-butyl dicarbonate

: 615569-04-5
(1R,3R,4R)-3-hydroxy-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid amide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; for 16h;

Reference yield:

: 615569-07-8
(1R,3R,4S)-4-bromo-3-hydroxy-cyclohexanecarboxylic acid amide

: 615569-04-5
(1R,3R,4R)-3-hydroxy-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid amide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium azide / N,N-dimethyl-formamide / 15.5 h / 60 °C

2: palladium on activated charcoal; hydrogen / methanol / 22 h / 20 °C / 760.05 Torr

3: N-ethyl-N,N-diisopropylamine / 1,4-dioxane; methanol / 16 h

With sodium azide; palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.09.114

Reference yield:

: 643068-20-6
(1R,4S,5R)-4-bromo-6-oxabicyclo[3.2.1]octan-7-one

: 615569-04-5
(1R,3R,4R)-3-hydroxy-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid amide

Guidance literature:: Multi-step reaction with 4 steps

1: ammonia / water / 24 h / 20 °C

2: sodium azide / N,N-dimethyl-formamide / 15.5 h / 60 °C

3: palladium on activated charcoal; hydrogen / methanol / 22 h / 20 °C / 760.05 Torr

4: N-ethyl-N,N-diisopropylamine / 1,4-dioxane; methanol / 16 h

With sodium azide; palladium on activated charcoal; ammonia; hydrogen; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.09.114