{(S)-5-[(S)-2-((S)-3-tert-Butoxycarbonylamino-2-oxo-4-phenyl-butylamino)-3-phenyl-propionylamino]-5-carbamoyl-pentyl}-carbamic acid benzyl ester

Base Information

• Chemical Name: {(S)-5-[(S)-2-((S)-3-tert-Butoxycarbonylamino-2-oxo-4-phenyl-butylamino)-3-phenyl-propionylamino]-5-carbamoyl-pentyl}-carbamic acid benzyl ester
• CAS No.: 1026473-02-8
• Molecular Formula: C₃₈H₄₉N₅O₇
• Molecular Weight: 687.836

Synonyms:{(S)-5-[(S)-2-((S)-3-tert-Butoxycarbonylamino-2-oxo-4-phenyl-butylamino)-3-phenyl-propionylamino]-5-carbamoyl-pentyl}-carbamic acid benzyl ester

Chemical Property of {(S)-5-[(S)-2-((S)-3-tert-Butoxycarbonylamino-2-oxo-4-phenyl-butylamino)-3-phenyl-propionylamino]-5-carbamoyl-pentyl}-carbamic acid benzyl ester

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Technology Process of {(S)-5-[(S)-2-((S)-3-tert-Butoxycarbonylamino-2-oxo-4-phenyl-butylamino)-3-phenyl-propionylamino]-5-carbamoyl-pentyl}-carbamic acid benzyl ester

There total 3 articles about {(S)-5-[(S)-2-((S)-3-tert-Butoxycarbonylamino-2-oxo-4-phenyl-butylamino)-3-phenyl-propionylamino]-5-carbamoyl-pentyl}-carbamic acid benzyl 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:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → {(S)-5-[(S)-2-((S)-3-tert-Butoxycarbonylamino-2-oxo-4-phenyl-butylamino)-3-phenyl-propionylamino]-5-carbamoyl-pentyl}-carbamic acid benzyl ester (1026473-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) NMM, iBuOCOCl / 1) DME, -15 deg C, 2) DME, ether, 0 deg C, 2 h

2: HCl / diethyl ether / 0 °C

3: NaHCO₃, NaI / dimethylformamide

With 4-methyl-morpholine; hydrogenchloride; sodium hydrogencarbonate; sodium iodide; isobutyl chloroformate; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(98)80043-3

Reference yield:

(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate (60398-41-6) → {(S)-5-[(S)-2-((S)-3-tert-Butoxycarbonylamino-2-oxo-4-phenyl-butylamino)-3-phenyl-propionylamino]-5-carbamoyl-pentyl}-carbamic acid benzyl ester (1026473-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / diethyl ether / 0 °C

2: NaHCO₃, NaI / dimethylformamide

With hydrogenchloride; sodium hydrogencarbonate; sodium iodide; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(98)80043-3

Reference yield:

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate (102123-74-0) + TFA*H-Phe-Lys(Z)-NH2 → {(S)-5-[(S)-2-((S)-3-tert-Butoxycarbonylamino-2-oxo-4-phenyl-butylamino)-3-phenyl-propionylamino]-5-carbamoyl-pentyl}-carbamic acid benzyl ester (1026473-02-8)

Guidance literature:

With sodium hydrogencarbonate; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(98)80043-3

upstream raw materials:

(S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

N-tert-butoxycarbonyl-L-phenylalanine

(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate

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