(R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

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Chemical Name:(R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid pentafluorophenyl ester
CAS No.:152972-13-9
Molecular Formula:C₃₇H₃₈ClF₅N₄O₇
Molecular Weight:781.176
Hs Code.:

(R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Synonyms:(R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

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Chemical Property of (R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

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Technology Process of (R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

There total 9 articles about (R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid 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:

: 16874-17-2
L-phenylalanine tert-butyl ester

: 152972-13-9
(R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / DCC, 1-hydroxybenzotriazole / tetrahydrofuran / 24 h

2: 100 percent / TFA / CH₂Cl₂ / 16 h

3: 65 percent / Et₃N, DCC, 1-hydroxybenzotriazole / tetrahydrofuran / 16 h

4: hydrogen / 5percent Pd/C / methanol / 3 h

5: 66 percent / benzotriazol-1-yloxy(tris(dimethylamino)phosphonium hexafluorophosphate, Et(iPr)2N / CH₂Cl₂ / 16 h

6: NaOH / methanol / 8 h

7: DCC / tetrahydrofuran

With sodium hydroxide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)88010-8

Reference yield:

: 3350-43-4
(2S)-2-[(2-[[(benzyloxy)carbonyl]amino]-2-methylpropanoyl)amino]-3-phenylpropanoic acid

: 152972-13-9
(R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / Et₃N, DCC, 1-hydroxybenzotriazole / tetrahydrofuran / 16 h

2: hydrogen / 5percent Pd/C / methanol / 3 h

3: 66 percent / benzotriazol-1-yloxy(tris(dimethylamino)phosphonium hexafluorophosphate, Et(iPr)2N / CH₂Cl₂ / 16 h

4: NaOH / methanol / 8 h

5: DCC / tetrahydrofuran

With sodium hydroxide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)88010-8

Reference yield:

: 152972-10-6
Z-AIB-(L)-Phe-O-(t-Bu)

: 152972-13-9
(R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / TFA / CH₂Cl₂ / 16 h

2: 65 percent / Et₃N, DCC, 1-hydroxybenzotriazole / tetrahydrofuran / 16 h

3: hydrogen / 5percent Pd/C / methanol / 3 h

4: 66 percent / benzotriazol-1-yloxy(tris(dimethylamino)phosphonium hexafluorophosphate, Et(iPr)2N / CH₂Cl₂ / 16 h

5: NaOH / methanol / 8 h

6: DCC / tetrahydrofuran

With sodium hydroxide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)88010-8