(S)-3-(4-Benzyloxy-phenyl)-2-[((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-propionic acid methyl ester

Base Information

Chemical Name:(S)-3-(4-Benzyloxy-phenyl)-2-[((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-propionic acid methyl ester
CAS No.:251555-89-2
Molecular Formula:C₂₉H₄₀N₂O₆
Molecular Weight:512.646
Hs Code.:

Synonyms:(S)-3-(4-Benzyloxy-phenyl)-2-[((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-propionic acid methyl ester

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Chemical Property of (S)-3-(4-Benzyloxy-phenyl)-2-[((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-propionic acid methyl ester

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Technology Process of (S)-3-(4-Benzyloxy-phenyl)-2-[((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-propionic acid methyl ester

There total 1 articles about (S)-3-(4-Benzyloxy-phenyl)-2-[((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-propionic acid methyl 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:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: N-(methyl)(O-benzyloxy)tyrosine methyl ester

: 251555-89-2
(S)-3-(4-Benzyloxy-phenyl)-2-[((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-propionic acid methyl ester

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
DOI:10.1021/ja020166v

Reference yield:

: 251555-89-2
(S)-3-(4-Benzyloxy-phenyl)-2-[((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-propionic acid methyl ester

: 3-[(2R,5S,8S,11S,14S,17S,20S)-14-(4-Hydroxy-benzyl)-8,11-diisobutyl-7,13,19,20-tetramethyl-5,17-bis-((R)-2-methyl-hexyl)-3,6,9,12,15,18,21-heptaoxo-1-oxa-4,7,10,13,16,19-hexaaza-cyclohenicos-2-yl]-propionitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: aq. LiOH

2.1: EDCI; HOAt; 2,6-lutidine

3.1: aq. LiOH

4.1: DIAD; PPh₃

5.1: TFA; anisole / CH₂Cl₂

5.2: HCl / ethyl acetate

6.1: DPPA; iPr₂NEt / dimethylformamide

7.1: 89 percent / H₂ / Pd/C / methanol / 25 °C

With 2,6-dimethylpyridine; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; diphenyl-phosphinic acid; hydrogen; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; 4.1: Mitsunobu esterification;
DOI:10.1021/ja020166v

Reference yield:

: 251555-89-2
(S)-3-(4-Benzyloxy-phenyl)-2-[((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-propionic acid methyl ester

: 438239-98-6
3-[(2R,5S,8S,11S,14S,17S,20S)-14-(4-Benzyloxy-benzyl)-8,11-diisobutyl-7,13,19,20-tetramethyl-5,17-bis-((R)-2-methyl-hexyl)-3,6,9,12,15,18,21-heptaoxo-1-oxa-4,7,10,13,16,19-hexaaza-cyclohenicos-2-yl]-propionitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. LiOH

2.1: EDCI; HOAt; 2,6-lutidine

3.1: aq. LiOH

4.1: DIAD; PPh₃

5.1: TFA; anisole / CH₂Cl₂

5.2: HCl / ethyl acetate

6.1: DPPA; iPr₂NEt / dimethylformamide

With 2,6-dimethylpyridine; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; diphenyl-phosphinic acid; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; 4.1: Mitsunobu esterification;
DOI:10.1021/ja020166v