(S)-2-[(S)-2-(N-tert-butoxycarbonylamino)propanamido]ethyl 2,3-dibenzyl citrate

Base Information

Chemical Name:(S)-2-[(S)-2-(N-tert-butoxycarbonylamino)propanamido]ethyl 2,3-dibenzyl citrate
CAS No.:252010-77-8
Molecular Formula:C₃₀H₃₈N₂O₁₀
Molecular Weight:586.639
Hs Code.:

Synonyms:(S)-2-[(S)-2-(N-tert-butoxycarbonylamino)propanamido]ethyl 2,3-dibenzyl citrate

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Chemical Property of (S)-2-[(S)-2-(N-tert-butoxycarbonylamino)propanamido]ethyl 2,3-dibenzyl citrate

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Technology Process of (S)-2-[(S)-2-(N-tert-butoxycarbonylamino)propanamido]ethyl 2,3-dibenzyl citrate

There total 7 articles about (S)-2-[(S)-2-(N-tert-butoxycarbonylamino)propanamido]ethyl 2,3-dibenzyl citrate 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: 66.0%

: 124212-41-5
(S)-<2-<(2-hydroxyethyl)amino>-1-methyl-2-oxoethyl>carbamic acid 1,1-dimethylethyl ester

: 225232-45-1
(R)-1,2-dibenzyl hydrogen citrate

: 252010-77-8
(S)-2-[(S)-2-(N-tert-butoxycarbonylamino)propanamido]ethyl 2,3-dibenzyl citrate

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1248/cpb.47.1284

Reference yield:

: 15761-38-3
L-N-Boc-Ala

: 252010-77-8
(S)-2-[(S)-2-(N-tert-butoxycarbonylamino)propanamido]ethyl 2,3-dibenzyl citrate

Guidance literature:: Multi-step reaction with 2 steps

1: 58 percent / EDC / CH₂Cl₂ / 12 h / 20 °C

2: 66 percent / DMAP; EDC / CH₂Cl₂ / 3 h / 20 °C

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; 1: Condensation / 2: Condensation;
DOI:10.1248/cpb.47.1284

Reference yield:

: 144-16-1
5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid)

: 252010-77-8
(S)-2-[(S)-2-(N-tert-butoxycarbonylamino)propanamido]ethyl 2,3-dibenzyl citrate

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / POCl₃; N,N-dimethylaniline / CHCl₃ / 20 °C

2: 81 percent / pyridine / CHCl₃ / 24 h / Heating

3: 49 percent / Et₃N / CHCl₃ / 168000 h / Heating

4: 24 percent / (-)-quinine / ethyl acetate / 60 °C

5: 66 percent / DMAP; EDC / CH₂Cl₂ / 3 h / 20 °C

With pyridine; dmap; N,N-dimethyl-aniline; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; Quinine; trichlorophosphate; In dichloromethane; chloroform; ethyl acetate; 1: Dehydration / 2: Esterification / 3: Esterification / 4: optical resolution / 5: Condensation;
DOI:10.1248/cpb.47.1284