(1R,2R,5S)-2-(benzyloxycarbonylamino)-5-hydroxycyclohexanecarboxylic acid

Base Information

Chemical Name:(1R,2R,5S)-2-(benzyloxycarbonylamino)-5-hydroxycyclohexanecarboxylic acid
CAS No.:886232-03-7
Molecular Formula:C₁₅H₁₉NO₅
Molecular Weight:293.32
Hs Code.:

Synonyms:(1R,2R,5S)-2-(benzyloxycarbonylamino)-5-hydroxycyclohexanecarboxylic acid

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Chemical Property of (1R,2R,5S)-2-(benzyloxycarbonylamino)-5-hydroxycyclohexanecarboxylic acid

Chemical Property:

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Technology Process of (1R,2R,5S)-2-(benzyloxycarbonylamino)-5-hydroxycyclohexanecarboxylic acid

There total 6 articles about (1R,2R,5S)-2-(benzyloxycarbonylamino)-5-hydroxycyclohexanecarboxylic acid 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: 87.0%

: 886232-02-6
ethyl (1R,2R,5S)-2-(benzyloxycarbonylamino)-5-hydroxycyclohexanecarboxylate

: 886232-03-7,1212264-04-4
(1R,2R,5S)-2-(benzyloxycarbonylamino)-5-hydroxycyclohexanecarboxylic acid

Guidance literature:: With sodium hydroxide; In methanol; water; at 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2006.02.133

Reference yield:

: 189125-31-3
(1R,2R)-trans-2-aminocyclohex-4-enecarboxylic acid

: 886232-03-7,1212264-04-4
(1R,2R,5S)-2-(benzyloxycarbonylamino)-5-hydroxycyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / SOCl₂ / 4 h / 70 °C

2: 91 percent / Et₃N / tetrahydrofuran / 16 h / 20 °C

3: 56 percent / MCPBA / CH₂Cl₂ / 6 h / 20 °C

4: 66 percent / NaBH₄ / ethanol / 2 h / 20 °C

5: 87 percent / NaOH / methanol; H₂O / 3 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; thionyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1016/j.tetlet.2006.02.133

Reference yield:

: 886232-01-5
ethyl (1R,2R)-2-(benzyloxycarbonylamino)-4-cyclohexenecarboxylate

: 886232-03-7,1212264-04-4
(1R,2R,5S)-2-(benzyloxycarbonylamino)-5-hydroxycyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 56 percent / MCPBA / CH₂Cl₂ / 6 h / 20 °C

2: 66 percent / NaBH₄ / ethanol / 2 h / 20 °C

3: 87 percent / NaOH / methanol; H₂O / 3 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane; water;
DOI:10.1016/j.tetlet.2006.02.133