[(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-3-methanesulfinyl-propylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-3-methanesulfinyl-propylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester
CAS No.:74085-69-1
Molecular Formula:C₃₇H₄₆N₆O₉S
Molecular Weight:750.873
Hs Code.:

[(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-3-methanesulfinyl-propylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester

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Chemical Property of [(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-3-methanesulfinyl-propylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester

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Technology Process of [(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-3-methanesulfinyl-propylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester

There total 10 articles about [(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-3-methanesulfinyl-propylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-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: 73.0%

: 74085-68-0
Z-Tyr-D-Met(O)-Gly-Phe-NHNH₃

: 107-92-6
butyric acid

: 74085-69-1
[(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-3-methanesulfinyl-propylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 1.) 0 deg C, 5 h, 2.) r.t.;
DOI:10.1248/cpb.29.3646

Reference yield:

: 3956-78-3
CbzGly-L-PheOEt

: 74085-69-1
[(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-3-methanesulfinyl-propylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogen / Pd-black / methanol

2: acetonitrile / Ambient temperature

3: 30percent agueous H₂O₂ / aq. HCl / 10 h / Ambient temperature

4: TFA / 20 h / Ambient temperature

5: TEA / acetonitrile

6: 85 percent / NH₂NH₂*H₂O / ethanol; dimethylformamide / 48 h / Ambient temperature

7: 73 percent / HOBT, DCC / dimethylformamide / 1.) 0 deg C, 5 h, 2.) r.t.

With TEA; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium; In hydrogenchloride; methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.29.3646

Reference yield:

: 3182-93-2
(L)-phenylalanine ethyl ester hydrochloride

: 74085-69-1
[(S)-1-[(R)-1-({[(S)-1-Benzyl-2-(N'-butyryl-hydrazino)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-3-methanesulfinyl-propylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: TEA / acetonitrile / Ambient temperature

2: hydrogen / Pd-black / methanol

3: acetonitrile / Ambient temperature

4: 30percent agueous H₂O₂ / aq. HCl / 10 h / Ambient temperature

5: TFA / 20 h / Ambient temperature

6: TEA / acetonitrile

7: 85 percent / NH₂NH₂*H₂O / ethanol; dimethylformamide / 48 h / Ambient temperature

8: 73 percent / HOBT, DCC / dimethylformamide / 1.) 0 deg C, 5 h, 2.) r.t.

With TEA; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium; In hydrogenchloride; methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.29.3646