(2R,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)-3-proxypropanoate

Base Information

Chemical Name:(2R,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)-3-proxypropanoate
CAS No.:250249-10-6
Molecular Formula:C₂₃H₂₉NO₆
Molecular Weight:415.486
Hs Code.:

Synonyms:(2R,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)-3-proxypropanoate

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Chemical Property of (2R,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)-3-proxypropanoate

Chemical Property:

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Technology Process of (2R,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)-3-proxypropanoate

There total 10 articles about (2R,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)-3-proxypropanoate 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: 93.0%

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

: 218915-01-6
(2R,3R)-2-Amino-3-(4-benzyloxy-phenyl)-3-hydroxy-propionic acid ethyl ester

: 250249-10-6
(2R,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)-3-proxypropanoate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 5h;
DOI:10.1002/(SICI)1521-3765(19990903)5:9<2602::AID-CHEM2602>3.0.CO;2-X

Reference yield: 80.0%

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

: 218915-00-5
(2R,3R)-ethyl-2-azido-3-(4-(benzyloxy)phenyl)-3-hydroxypropanoate

: 250249-10-6
(2R,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)-3-proxypropanoate

Guidance literature:: (2R,3R)-ethyl-2-azido-3-(4-(benzyloxy)phenyl)-3-hydroxypropanoate; With tin(II) chloride dihdyrate; In 1,4-dioxane; water; at 0 - 20 ℃; for 5h;

di-tert-butyl dicarbonate; With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 15h; pH=8 - 9;
DOI:10.1039/c3ra44631j

Reference yield:

: 218914-99-9
(2S,3R)-ethyl-(4-(benzyloxy)phenyl)-3-hydroxy-2-(4-nitrophenylsulfonyloxy)propanoate

: 250249-10-6
(2R,3R)-ethyl 3-(4-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)-3-proxypropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / NaN₃ / dimethylformamide / 12 h / 55 °C

2: 90 percent / SnCl₂*2H₂O / methanol / 2 h / 25 °C

3: 93 percent / Et₃N / CH₂Cl₂ / 5 h / 0 °C

With sodium azide; triethylamine; tin(ll) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Reduction / 3: Acylation;
DOI:10.1002/(SICI)1521-3765(19990903)5:9<2602::AID-CHEM2602>3.0.CO;2-X