(S)-2-Benzyloxycarbonylamino-N-[(S)-1-tert-butoxycarbonyl-2-(4-hydroxy-phenyl)-ethyl]-succinamic acid benzyl ester

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Chemical Name:(S)-2-Benzyloxycarbonylamino-N-[(S)-1-tert-butoxycarbonyl-2-(4-hydroxy-phenyl)-ethyl]-succinamic acid benzyl ester
CAS No.:178271-91-5
Molecular Formula:C₃₂H₃₆N₂O₈
Molecular Weight:576.646
Hs Code.:

Synonyms:(S)-2-Benzyloxycarbonylamino-N-[(S)-1-tert-butoxycarbonyl-2-(4-hydroxy-phenyl)-ethyl]-succinamic acid benzyl ester

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Chemical Property of (S)-2-Benzyloxycarbonylamino-N-[(S)-1-tert-butoxycarbonyl-2-(4-hydroxy-phenyl)-ethyl]-succinamic acid benzyl ester

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Technology Process of (S)-2-Benzyloxycarbonylamino-N-[(S)-1-tert-butoxycarbonyl-2-(4-hydroxy-phenyl)-ethyl]-succinamic acid benzyl ester

There total 1 articles about (S)-2-Benzyloxycarbonylamino-N-[(S)-1-tert-butoxycarbonyl-2-(4-hydroxy-phenyl)-ethyl]-succinamic 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: 82.0%

: 16874-12-7,87553-74-0
Tyr(tBu)

: 108325-86-6
1-benzyl N-benzyloxycarbonyl-4-(N-succinimido)-L-aspartate

: 178271-91-5
(S)-2-Benzyloxycarbonylamino-N-[(S)-1-tert-butoxycarbonyl-2-(4-hydroxy-phenyl)-ethyl]-succinamic acid benzyl ester

Guidance literature:: With triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; 1.) 0 deg C, 1 h, 2.) RT, 15 h;
DOI:10.1021/ja952265x

Reference yield:

: 178271-91-5
(S)-2-Benzyloxycarbonylamino-N-[(S)-1-tert-butoxycarbonyl-2-(4-hydroxy-phenyl)-ethyl]-succinamic acid benzyl ester

: (S)-2-Amino-N-{(S)-2-(4-hydroxy-phenyl)-1-[(1R,2R)-2-((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-ethyl}-succinamic acid

Guidance literature:: Multi-step reaction with 3 steps

1: TFA / CH₂Cl₂ / 3 h / Ambient temperature

2: HOBt, 1-<3-(dimethylamino)propyl>3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 20 h / Ambient temperature

3: H₂ / 20percent Pd(OH)2/C / methanol / 6 h / 760 Torr / Ambient temperature

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium dihydroxide; In methanol; dichloromethane;
DOI:10.1021/ja952265x

Reference yield:

: 178271-91-5
(S)-2-Benzyloxycarbonylamino-N-[(S)-1-tert-butoxycarbonyl-2-(4-hydroxy-phenyl)-ethyl]-succinamic acid benzyl ester

: (2S,3R)-2-[(S)-2-((S)-3-Amino-3-carboxy-propionylamino)-3-(4-hydroxy-phenyl)-propionylamino]-3-((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid

Guidance literature:: Multi-step reaction with 3 steps

1: TFA / CH₂Cl₂ / 3 h / Ambient temperature

2: 1-hydroxybenzotriazole, Et₃N, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 15 h

3: H₂ / 20percent Pd(OH)2/C / methanol / 8 h / 760 Torr

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium dihydroxide; In methanol; dichloromethane;
DOI:10.1021/ja952265x