(R)-4-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-4-({[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butyric acid

Base Information

Chemical Name:(R)-4-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-4-({[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butyric acid
CAS No.:113132-78-8
Molecular Formula:C₃₀H₃₇N₇O₁₀
Molecular Weight:655.665
Hs Code.:

(R)-4-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-4-({[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butyric acid

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Chemical Property of (R)-4-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-4-({[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butyric acid

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Technology Process of (R)-4-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-4-({[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butyric acid

There total 10 articles about (R)-4-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-4-({[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butyric 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:

: 3978-80-1
Boc-Tyr-OH

: 113132-78-8
(R)-4-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-4-({[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butyric acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NMM, isobutyl chloroformate, 2.) NMM / 1.) THF, -15 deg C, 2.) DMF, -15 deg C

2: NaOH / methanol; H₂O

3: 1.) HOBT, DCCI, 2.) NMM / 1.) DMF, 0 deg C

4: HCl, HOAc

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; isobutyl chloroformate; In methanol; water;
DOI:10.1021/jm00400a012

Reference yield:

: 33305-77-0
Boc-Phe(p-NO₂)-OH

: 113132-78-8
(R)-4-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-4-({[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butyric acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) HOBT, DCCI, 2.) NMM / 1.) DMF, -5 deg C, 30 min, 2.) 4 deg C, 18 h

2: 106 percent / HCl gas / ethanol; ethyl acetate / 1 h / 15 - 20 °C

3: 1.) NMM, isobutyl chloroformate, 2.) NMM / 1.) THF, -15 deg C, 2.5 min, 2.) DMF, H₂O, -15 deg C, 2.5 h

4: 89 percent / HCl / acetic acid / 0.75 h / Ambient temperature

5: 1.) HOBT, DCCI, 2.) NMM / 1.) DMF, 0 deg C

6: HCl, HOAc

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; isobutyl chloroformate; In ethanol; acetic acid; ethyl acetate;
DOI:10.1021/jm00400a012

Reference yield:

: 5-tert-butyl ester-1-methyl-L-glutamate

: 113132-78-8
(R)-4-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-4-({[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butyric acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NMM, isobutyl chloroformate, 2.) NMM / 1.) THF, -15 deg C, 2.) DMF, -15 deg C

2: NaOH / methanol; H₂O

3: 1.) HOBT, DCCI, 2.) NMM / 1.) DMF, 0 deg C

4: HCl, HOAc

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; isobutyl chloroformate; In methanol; water;
DOI:10.1021/jm00400a012