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

Base Information

Chemical Name:(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid (R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl ester pentafluorophenyl ester
CAS No.:475148-15-3
Molecular Formula:C₅₂H₅₅F₅N₂O₉
Molecular Weight:947.009
Hs Code.:

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

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

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

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

There total 5 articles about (2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid (R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl ester pentafluorophenyl 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: 50.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 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

: 475148-15-3
(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid (R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl ester pentafluorophenyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 6h;
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

: 475148-15-3
(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid (R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl ester pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 3 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

3.1: 50 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide HCl; 4-dimethylaminopyridine / CH₂Cl₂ / 6 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

Reference yield:

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

: 475148-15-3
(2R,4R)-2,4-Dibenzyl-3-hydroxy-pentanedioic acid (R)-2-tert-butoxycarbonylamino-1-((R)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-phenyl-propyl ester pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 4 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

4.1: 50 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide HCl; 4-dimethylaminopyridine / CH₂Cl₂ / 6 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