N-benzyloxycarbonyl-D-phenylalanyl-L-cysteinyl(CH₂-CH₂-NH-Boc)-D-tryptophyl-L-leucine methyl ester

Base Information

• Chemical Name: N-benzyloxycarbonyl-D-phenylalanyl-L-cysteinyl(CH₂-CH₂-NH-Boc)-D-tryptophyl-L-leucine methyl ester
• CAS No.: 128719-82-4
• Molecular Formula: C₄₅H₅₈N₆O₉S
• Molecular Weight: 859.056

Synonyms:N-benzyloxycarbonyl-D-phenylalanyl-L-cysteinyl(CH₂-CH₂-NH-Boc)-D-tryptophyl-L-leucine methyl ester

Chemical Property of N-benzyloxycarbonyl-D-phenylalanyl-L-cysteinyl(CH₂-CH₂-NH-Boc)-D-tryptophyl-L-leucine methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N-benzyloxycarbonyl-D-phenylalanyl-L-cysteinyl(CH₂-CH₂-NH-Boc)-D-tryptophyl-L-leucine methyl ester

There total 7 articles about N-benzyloxycarbonyl-D-phenylalanyl-L-cysteinyl(CH₂-CH₂-NH-Boc)-D-tryptophyl-L-leucine 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: 56.0%

N-benzyloxycarbonyl-D-phenylalanyl-L-cysteine(CH2-CH2-NH-Boc) (128719-81-3) + (S)-2-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid methyl ester; hydrochloride (68762-02-7) → N-benzyloxycarbonyl-D-phenylalanyl-L-cysteinyl(CH2-CH2-NH-Boc)-D-tryptophyl-L-leucine methyl ester (128719-82-4)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 4 ℃;

Reference yield:

(R)-N-(benzyloxycarbonyl)phenylalanine N-hydroxysuccinimidyl ester (3397-36-2) → N-benzyloxycarbonyl-D-phenylalanyl-L-cysteinyl(CH2-CH2-NH-Boc)-D-tryptophyl-L-leucine methyl ester (128719-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / Et₃N, H₂O / dimethylformamide / 120 h / Ambient temperature

2: 56 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), Et₃N / dimethylformamide / 4 °C

With water; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

Reference yield:

2-(tert-butoxycarbonylamino)ethyl bromide (39684-80-5) → N-benzyloxycarbonyl-D-phenylalanyl-L-cysteinyl(CH2-CH2-NH-Boc)-D-tryptophyl-L-leucine methyl ester (128719-82-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 31.6 percent / Et₃N / dimethylformamide / 1.) 45 deg C, 2 h, 2.) RT, overnight

2: 69 percent / Et₃N, H₂O / dimethylformamide / 120 h / Ambient temperature

3: 56 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), Et₃N / dimethylformamide / 4 °C

With water; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

upstream raw materials:

N-benzyloxycarbonyl-D-phenylalanyl-L-cysteine(CH₂-CH₂-NH-Boc)

(S)-2-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid methyl ester; hydrochloride

(R)-N-(benzyloxycarbonyl)phenylalanine N-hydroxysuccinimidyl ester

2-(tert-butoxycarbonylamino)ethyl bromide

Downstream raw materials:

N-benzyloxycarbonyl-D-phenylalanyl-L-cysteinyl(CH₂-CH₂-NH₂)-D-tryptophyl-L-leucine methyl ester hydrochloride

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