(1S,2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylic acid

Base Information

Chemical Name:(1S,2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylic acid
CAS No.:870288-23-6
Molecular Formula:C₁₂H₂₁NO₅
Molecular Weight:259.302
Hs Code.:

Synonyms:(1S,2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylic acid

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Chemical Property of (1S,2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylic acid

Chemical Property:

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Technology Process of (1S,2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylic acid

There total 5 articles about (1S,2S,3R)-2-(tert-butoxycarbonylamino)-3-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: 92.0%

: 870288-21-4
(1S,5S,8S)-8-(tert-butoxycarbonylamino)-6-oxabicyclo[3.2.1]octan-7-one

: 870288-23-6
(1S,2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 5h;
DOI:10.1002/ejoc.200500297

Reference yield:

: 870288-18-9,233600-33-4
(1S,2R)-2-(tert-butoxycarbonylamino)cyclohex-3-enecarboxylic acid

: 870288-23-6
(1S,2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / NaHCO₃; NaI; I₂ / H₂O; CH₂Cl₂ / 20 h / 0 °C

2: 96 percent / tributyltin hydride; azobis(isobutyronitrile) / toluene / 6 h / 60 °C

3: 92 percent / LiOH / tetrahydrofuran; H₂O / 5 h / 20 °C

With lithium hydroxide; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; sodium iodide; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1002/ejoc.200500297

Reference yield:

: 870288-19-0
(1S,4S,5R,8S)-8-(tert-butoxycarbonylamino)-4-iodo-6-oxabicyclo[3.2.1]octan-7-one

: 870288-23-6
(1S,2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / tributyltin hydride; azobis(isobutyronitrile) / toluene / 6 h / 60 °C

2: 92 percent / LiOH / tetrahydrofuran; H₂O / 5 h / 20 °C

With lithium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In tetrahydrofuran; water; toluene;
DOI:10.1002/ejoc.200500297