(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid mono-[(R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl] ester

Base Information

Chemical Name:(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid mono-[(R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl] ester
CAS No.:475148-14-2
Molecular Formula:C₄₆H₅₆N₂O₉
Molecular Weight:780.959
Hs Code.:

(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid mono-[(R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl] ester

Synonyms:(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid mono-[(R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl] ester

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Chemical Property of (2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid mono-[(R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl] ester

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Technology Process of (2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid mono-[(R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl] ester

There total 4 articles about (2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid mono-[(R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl] ester 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: 59.0%

: 475148-09-5
(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid allyl ester (R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl ester

: 475148-14-2
(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid mono-[(R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl] ester

Guidance literature:: With formic acid; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; at 20 ℃; for 40h;
DOI:10.1016/S0040-4020(02)00204-1

Reference yield:

: 475148-13-1
((1R,3R)-1-Benzyl-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid tert-butyl ester

: 475148-14-2
(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid mono-[(R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl] ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: i-PrMgCl / tetrahydrofuran; diethyl ether / 1 h / 0 °C

1.2: 50 percent / tetrahydrofuran; diethyl ether / 24 h / 20 °C

2.1: 59 percent / PPh₃; HCOOH; Et₃N / Pd(OAc)2 / tetrahydrofuran / 40 h / 20 °C

With formic acid; isopropylmagnesium chloride; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; diethyl ether;
DOI:10.1016/S0040-4020(02)00204-1

Reference yield:

: 184377-91-1
(2R,4R)-2,4-dibenzyl-3-hydroxypentanedioic acid

: 475148-14-2
(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid mono-[(R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl] ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide HCl; 4-dimethylaminopyridine / CH₂Cl₂ / 15 h / 20 °C

2.1: i-PrMgCl / tetrahydrofuran; diethyl ether / 1 h / 0 °C

2.2: 50 percent / tetrahydrofuran; diethyl ether / 24 h / 20 °C

3.1: 59 percent / PPh₃; HCOOH; Et₃N / Pd(OAc)2 / tetrahydrofuran / 40 h / 20 °C

With dmap; formic acid; isopropylmagnesium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(02)00204-1