(S)-2-Amino-N-{(R)-1-[({(S)-1-benzyl-2-[N'-(2-hydroxy-propionyl)-hydrazino]-2-oxo-ethylcarbamoyl}-methyl)-carbamoyl]-ethyl}-3-(4-hydroxy-phenyl)-propionamide

Base Information

Chemical Name:(S)-2-Amino-N-{(R)-1-[({(S)-1-benzyl-2-[N'-(2-hydroxy-propionyl)-hydrazino]-2-oxo-ethylcarbamoyl}-methyl)-carbamoyl]-ethyl}-3-(4-hydroxy-phenyl)-propionamide
CAS No.:73976-40-6
Molecular Formula:C₂₆H₃₄N₆O₇
Molecular Weight:542.592
Hs Code.:

(S)-2-Amino-N-{(R)-1-[({(S)-1-benzyl-2-[N'-(2-hydroxy-propionyl)-hydrazino]-2-oxo-ethylcarbamoyl}-methyl)-carbamoyl]-ethyl}-3-(4-hydroxy-phenyl)-propionamide

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Chemical Property of (S)-2-Amino-N-{(R)-1-[({(S)-1-benzyl-2-[N'-(2-hydroxy-propionyl)-hydrazino]-2-oxo-ethylcarbamoyl}-methyl)-carbamoyl]-ethyl}-3-(4-hydroxy-phenyl)-propionamide

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Technology Process of (S)-2-Amino-N-{(R)-1-[({(S)-1-benzyl-2-[N'-(2-hydroxy-propionyl)-hydrazino]-2-oxo-ethylcarbamoyl}-methyl)-carbamoyl]-ethyl}-3-(4-hydroxy-phenyl)-propionamide

There total 11 articles about (S)-2-Amino-N-{(R)-1-[({(S)-1-benzyl-2-[N'-(2-hydroxy-propionyl)-hydrazino]-2-oxo-ethylcarbamoyl}-methyl)-carbamoyl]-ethyl}-3-(4-hydroxy-phenyl)-propionamide 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:

: 81452-37-1
[(S)-1-{(R)-1-[({(S)-1-Benzyl-2-[N'-(2-hydroxy-propionyl)-hydrazino]-2-oxo-ethylcarbamoyl}-methyl)-carbamoyl]-ethylcarbamoyl}-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester

: 73976-40-6
(S)-2-Amino-N-{(R)-1-[({(S)-1-benzyl-2-[N'-(2-hydroxy-propionyl)-hydrazino]-2-oxo-ethylcarbamoyl}-methyl)-carbamoyl]-ethyl}-3-(4-hydroxy-phenyl)-propionamide

Guidance literature:: With hydrogen; palladium; In methanol; acetic acid;
DOI:10.1248/cpb.29.3630

Reference yield:

: 64505-26-6
ethyl D-alanylglycinate

: 73976-40-6
(S)-2-Amino-N-{(R)-1-[({(S)-1-benzyl-2-[N'-(2-hydroxy-propionyl)-hydrazino]-2-oxo-ethylcarbamoyl}-methyl)-carbamoyl]-ethyl}-3-(4-hydroxy-phenyl)-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 12 h / Ambient temperature

2: 90 percent / 1 N NaOH / methanol / 1.) 0 deg C, 2.) r.t., 1 h

3: 1.) HONB, CC / 1.) THF, 0 deg C, 6 h, 2.) THF, DMF, r.t.

4: 1.) TFA, 2.) TEA / 1.) r.t., 20 min, 2.) DMF

5: HOBT, DCC / dimethylformamide / 1.) 0 deg C, 4 h, 2.) r.t.

6: hydrogen / Pd-black / methanol; acetic acid

With sodium hydroxide; TEA; vitamin D₃; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); trifluoroacetic acid; palladium; In tetrahydrofuran; methanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1248/cpb.29.3630

Reference yield:

: 36261-38-8
H-Phe-NHNH-Boc

: 73976-40-6
(S)-2-Amino-N-{(R)-1-[({(S)-1-benzyl-2-[N'-(2-hydroxy-propionyl)-hydrazino]-2-oxo-ethylcarbamoyl}-methyl)-carbamoyl]-ethyl}-3-(4-hydroxy-phenyl)-propionamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) HONB, CC / 1.) THF, 0 deg C, 6 h, 2.) THF, DMF, r.t.

2: 1.) TFA, 2.) TEA / 1.) r.t., 20 min, 2.) DMF

3: HOBT, DCC / dimethylformamide / 1.) 0 deg C, 4 h, 2.) r.t.

4: hydrogen / Pd-black / methanol; acetic acid

With TEA; vitamin D₃; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); trifluoroacetic acid; palladium; In methanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1248/cpb.29.3630