(S)-2-{(R)-2-[((S)-1-{(R)-3-Benzyloxycarbonyl-2-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoic acid

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Chemical Name:(S)-2-{(R)-2-[((S)-1-{(R)-3-Benzyloxycarbonyl-2-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoic acid
CAS No.:136555-06-1
Molecular Formula:C₄₃H₅₈N₆O₁₀
Molecular Weight:818.968
Hs Code.:

(S)-2-{(R)-2-[((S)-1-{(R)-3-Benzyloxycarbonyl-2-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoic acid

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Chemical Property of (S)-2-{(R)-2-[((S)-1-{(R)-3-Benzyloxycarbonyl-2-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoic acid

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Technology Process of (S)-2-{(R)-2-[((S)-1-{(R)-3-Benzyloxycarbonyl-2-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoic acid

There total 7 articles about (S)-2-{(R)-2-[((S)-1-{(R)-3-Benzyloxycarbonyl-2-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoic acid 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:

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 136555-06-1
(S)-2-{(R)-2-[((S)-1-{(R)-3-Benzyloxycarbonyl-2-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / HOBT, EDCI, NMM / CH₂Cl₂ / 3 h / Ambient temperature

2: TFA / 0.67 h / 0 °C

3: HOBT, EDCI, NMM / CH₂Cl₂ / 2.5 h / Ambient temperature

4: TFA / 1.5 h / Ambient temperature

5: 65 percent / NMM, HOBT, EDCI / CH₂Cl₂ / 4 °C

6: Zn, 90percent AcOH

With 4-methyl-morpholine; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; zinc; In dichloromethane;
DOI:10.1021/jm00021a021

Reference yield:

: (S)-2-((R)-2-Amino-3-methyl-butyrylamino)-4-methyl-pentanoic acid 2-oxo-2-phenyl-ethyl ester

: 136555-06-1
(S)-2-{(R)-2-[((S)-1-{(R)-3-Benzyloxycarbonyl-2-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / HOBT, EDCI, NMM / CH₂Cl₂ / 3 h / Ambient temperature

2: TFA / 0.67 h / 0 °C

3: HOBT, EDCI, NMM / CH₂Cl₂ / 2.5 h / Ambient temperature

4: TFA / 1.5 h / Ambient temperature

5: 65 percent / NMM, HOBT, EDCI / CH₂Cl₂ / 4 °C

6: Zn, 90percent AcOH

With 4-methyl-morpholine; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; zinc; In dichloromethane;
DOI:10.1021/jm00021a021

Reference yield:

: 136554-84-2
Boc-Pro-D-Val-Leu-OPac

: 136555-06-1
(S)-2-{(R)-2-[((S)-1-{(R)-3-Benzyloxycarbonyl-2-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: TFA / 0.67 h / 0 °C

2: HOBT, EDCI, NMM / CH₂Cl₂ / 2.5 h / Ambient temperature

3: TFA / 1.5 h / Ambient temperature

4: 65 percent / NMM, HOBT, EDCI / CH₂Cl₂ / 4 °C

5: Zn, 90percent AcOH

With 4-methyl-morpholine; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; zinc; In dichloromethane;
DOI:10.1021/jm00021a021