{(R)-1-[({[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-carbamoyl]-3-methanesulfinyl-propyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(R)-1-[({[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-carbamoyl]-3-methanesulfinyl-propyl}-carbamic acid tert-butyl ester
• CAS No.: 80384-26-5
• Molecular Formula: C₂₅H₃₉N₅O₇S
• Molecular Weight: 553.68

Synonyms:

Chemical Property of {(R)-1-[({[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-carbamoyl]-3-methanesulfinyl-propyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(R)-1-[({[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-carbamoyl]-3-methanesulfinyl-propyl}-carbamic acid tert-butyl ester

There total 9 articles about {(R)-1-[({[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-carbamoyl]-3-methanesulfinyl-propyl}-carbamic acid tert-butyl 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:

(S)-N-benzyloxycarbonyl-N-methyl-phenyl alanine (2899-07-2) → {(R)-1-[({[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-carbamoyl]-3-methanesulfinyl-propyl}-carbamic acid tert-butyl ester (80384-26-5)

Guidance literature:

Multi-step reaction with 6 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

With pyridine; hydrogenchloride; 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); palladium; In tetrahydrofuran; methanol; acetic acid; ethyl acetate;

DOI:10.1248/cpb.29.3646

Reference yield:

((S)-1-Hydrazinocarbonyl-2-phenyl-ethyl)-methyl-carbamic acid benzyl ester (74085-93-1) → {(R)-1-[({[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-carbamoyl]-3-methanesulfinyl-propyl}-carbamic acid tert-butyl ester (80384-26-5)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; 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); palladium; In tetrahydrofuran; methanol; acetic acid; ethyl acetate;

DOI:10.1248/cpb.29.3646

Reference yield:

[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamic acid benzyl ester (74085-94-2) → {(R)-1-[({[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-carbamoyl]-3-methanesulfinyl-propyl}-carbamic acid tert-butyl ester (80384-26-5)

Guidance literature:

Multi-step reaction with 3 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

With 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); palladium; In methanol; acetic acid; ethyl acetate;

DOI:10.1248/cpb.29.3646

upstream raw materials:

(S)-N-benzyloxycarbonyl-N-methyl-phenyl alanine

(R)-N-(tert-butoxycarbonyl)methionine

Propionic acid N'-((S)-2-methylamino-3-phenyl-propionyl)-hydrazide

Boc-D-Met-Gly-OEt

Downstream raw materials:

Boc-Tyr-D-Met(O)-Gly-MePhe-NHNH-COCH₂Ch₃

(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

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

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