1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester
• CAS No.: 562864-22-6
• Molecular Formula: C₄₃H₆₇N₇O₉S
• Molecular Weight: 858.112

Synonyms:1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester

Chemical Property of 1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester

There total 19 articles about 1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl 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:

C46H68Cl3N7O11S (260782-46-5) → 1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester (562864-22-6)

Guidance literature:

With 10% Cd/Pd; ammonium acetate; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(99)01955-3

Reference yield:

(S)-1-((2S,3S)-2-{(S)-2-[((S)-1-{(S)-2-[(S)-2-Amino-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester (562864-16-8) → 1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester (562864-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 135 mg / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt / CH₂Cl₂ / 53 h / 0 - 20 °C

2: Cd/Pb; aq. NH₄OAc / tetrahydrofuran / 0.67 h / 20 °C

With Cd/Pb; ammonium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(03)00293-X

Reference yield:

N-Troc-L-isoleucine (78221-35-9) → 1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester (562864-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 135 mg / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt / CH₂Cl₂ / 53 h / 0 - 20 °C

2: Cd/Pb; aq. NH₄OAc / tetrahydrofuran / 0.67 h / 20 °C

With Cd/Pb; ammonium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(03)00293-X

upstream raw materials:

C₄₆H₆₈Cl₃N₇O₁₁S

N-Troc-L-isoleucine

(S)-1-((2S,3S)-2-{(S)-2-[((S)-1-{(S)-2-[(S)-2-Amino-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid methyl ester

(S)-3-(1,1-Dimethyl-allyloxy)-2-(2,2,2-trichloro-1,1-dimethyl-ethoxycarbonylamino)-propionic acid

Downstream raw materials:

(3S,6S,9S,15S,18S,21S,24S)-15-Benzyl-3,21-bis-((S)-sec-butyl)-18-(1,1-dimethyl-allyloxymethyl)-6-hydroxymethyl-8-thioxo-1,4,7,13,16,19,22-heptaaza-tricyclo[22.3.0.0^9,13]heptacosane-2,5,14,17,20,23-hexaone

1-(2-{2-[(1-{2-[2-(2-amino-3-methyl-pentanoylamino)-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carbothioyl)-amino]-3-hydroxy-propionylamino}-3-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid

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