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

Base Information

Chemical Name:(R)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-N-({[(S)-1-benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-4-methanesulfinyl-butyramide
CAS No.:72732-44-6
Molecular Formula:C₂₉H₄₀N₆O₇S
Molecular Weight:616.739
Hs Code.:

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

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

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

There total 12 articles about (R)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-N-({[(S)-1-benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-4-methanesulfinyl-butyramide 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:

: 2899-07-2
(S)-N-benzyloxycarbonyl-N-methyl-phenyl alanine

: 72732-44-6
(R)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-N-({[(S)-1-benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-4-methanesulfinyl-butyramide

Guidance literature:: Multi-step reaction with 9 steps

1: 6N HCl-dioxane / Ambient temperature

2: NH₂NH₂*H₂O / methanol / 72 h / Ambient temperature

3: pyridine / tetrahydrofuran / 5 h / Ambient temperature

4: hydrogen / Pd-black / methanol

5: 1.) DCC, HONB, / 1.) CH₃CN, 0 deg C, 4 h, 2.) CH₃CN, DMF

6: 30percent aqueous H₂O₂ / acetic acid; ethyl acetate / 5 h

7: TFA / 0.33 h / Ambient temperature

8: TEA / dimethylformamide / Ambient temperature

9: 60 mg / TFA / 0.5 h / Ambient temperature

With pyridine; hydrogenchloride; TEA; hydrogen; dihydrogen peroxide; hydrazine hydrate; 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; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.29.3646

Reference yield:

: 74085-93-1
((S)-1-Hydrazinocarbonyl-2-phenyl-ethyl)-methyl-carbamic acid benzyl ester

: 72732-44-6
(R)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-N-({[(S)-1-benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-4-methanesulfinyl-butyramide

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / tetrahydrofuran / 5 h / Ambient temperature

2: hydrogen / Pd-black / methanol

3: 1.) DCC, HONB, / 1.) CH₃CN, 0 deg C, 4 h, 2.) CH₃CN, DMF

4: 30percent aqueous H₂O₂ / acetic acid; ethyl acetate / 5 h

5: TFA / 0.33 h / Ambient temperature

6: TEA / dimethylformamide / Ambient temperature

7: 60 mg / TFA / 0.5 h / Ambient temperature

With pyridine; TEA; hydrogen; dihydrogen peroxide; 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; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.29.3646

Reference yield:

: 74085-94-2
[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamic acid benzyl ester

: 72732-44-6
(R)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-N-({[(S)-1-benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-4-methanesulfinyl-butyramide

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogen / Pd-black / methanol

2: 1.) DCC, HONB, / 1.) CH₃CN, 0 deg C, 4 h, 2.) CH₃CN, DMF

3: 30percent aqueous H₂O₂ / acetic acid; ethyl acetate / 5 h

4: TFA / 0.33 h / Ambient temperature

5: TEA / dimethylformamide / Ambient temperature

6: 60 mg / TFA / 0.5 h / Ambient temperature

With TEA; hydrogen; dihydrogen peroxide; 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; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.29.3646