(3R,4R,5S)-ethyl 4-amino-5-(tert-butoxycarbonylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

Base Information

Chemical Name:(3R,4R,5S)-ethyl 4-amino-5-(tert-butoxycarbonylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate
CAS No.:1012814-35-5
Molecular Formula:C₁₉H₃₄N₂O₅
Molecular Weight:370.489
Hs Code.:

Synonyms:(3R,4R,5S)-ethyl 4-amino-5-(tert-butoxycarbonylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

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Chemical Property of (3R,4R,5S)-ethyl 4-amino-5-(tert-butoxycarbonylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

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Technology Process of (3R,4R,5S)-ethyl 4-amino-5-(tert-butoxycarbonylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

There total 10 articles about (3R,4R,5S)-ethyl 4-amino-5-(tert-butoxycarbonylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate 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: 80.0%

: 212504-89-7
(3R,4R,5S)-ethyl 4,5-diamino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

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

: 1012814-35-5
(3R,4R,5S)-ethyl 4-amino-5-(tert-butoxycarbonylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

Guidance literature:: With triethylamine;
DOI:10.1016/j.bmcl.2007.11.079

Reference yield:

: 367252-67-3
(3R,4R,5S)-4-azido-5-tert-butoxycarbonylamino-3-(1-ethylpropoxy)cyclohex-1-enecarboxylic acid ethyl ester

: 1012814-35-5
(3R,4R,5S)-ethyl 4-amino-5-(tert-butoxycarbonylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

Guidance literature:: With hydrogen; cobalt; In ethyl acetate; at 20 ℃; for 20h; under 750.075 Torr;
DOI:10.1021/jo800264d

Reference yield:

: 949908-55-8
pentan-3-yl 2,2,2-trichloroacetimidate

: 1012814-35-5
(3R,4R,5S)-ethyl 4-amino-5-(tert-butoxycarbonylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: trifluorormethanesulfonic acid / dichloromethane / 22 h / 28 °C / Molecular sieve

2: chloro-trimethyl-silane; sodium iodide / acetonitrile / 12 h / 40 °C / Inert atmosphere

3: dichloromethane / 1.67 h / 0 - 22 °C / Inert atmosphere

With chloro-trimethyl-silane; trifluorormethanesulfonic acid; sodium iodide; In dichloromethane; acetonitrile;
DOI:10.1021/jacs.8b06900