N-α-<3-cyclohexyl-1(S)-ethoxycarbonylpropyl>-N^ε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine tert-butyl ester

Base Information

• Chemical Name: N-α-<3-cyclohexyl-1(S)-ethoxycarbonylpropyl>-N^ε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine tert-butyl ester
• CAS No.: 120285-35-0
• Molecular Formula: C₃₇H₅₉N₃O₇
• Molecular Weight: 657.891

Synonyms:

Chemical Property of N-α-<3-cyclohexyl-1(S)-ethoxycarbonylpropyl>-N^ε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine tert-butyl ester

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Technology Process of N-α-<3-cyclohexyl-1(S)-ethoxycarbonylpropyl>-N^ε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine tert-butyl ester

There total 6 articles about N-α-<3-cyclohexyl-1(S)-ethoxycarbonylpropyl>-N^ε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine 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:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → N-α-<3-cyclohexyl-1(S)-ethoxycarbonylpropyl>-Nε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine tert-butyl ester (120285-35-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) concentrated sulfuric acid / 1.) dioxane, room temperature, 4 h, 2.) Et₂O, room temperature

2: 8.1 g / 1.) sodium acetate, acetic acid, 2.) NaBH₃CN / 1.) EtOH, room temperature, 30 min, 2.) EtOH, room temperature

3: 6.0 g / 3.6N HCl / ethyl acetate / 4 h / Ambient temperature

4: 5.5 g / diethyl phosphorocyanidate, Et₃N / dimethylformamide / 1 h / Ambient temperature

With hydrogenchloride; diethyl cyanophosphonate; sulfuric acid; sodium acetate; sodium cyanoborohydride; acetic acid; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

glycine tert-butyl ester hydrochloride (27532-96-3) → N-α-<3-cyclohexyl-1(S)-ethoxycarbonylpropyl>-Nε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine tert-butyl ester (120285-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.5 g / NaBH₃CN / methanol; H₂O / 4 h / Ambient temperature

2: 5.5 g / diethyl phosphorocyanidate, Et₃N / dimethylformamide / 1 h / Ambient temperature

With diethyl cyanophosphonate; sodium cyanoborohydride; triethylamine; In methanol; water; N,N-dimethyl-formamide;

Reference yield:

cyclopentanone (120-92-3) → N-α-<3-cyclohexyl-1(S)-ethoxycarbonylpropyl>-Nε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine tert-butyl ester (120285-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.5 g / NaBH₃CN / methanol; H₂O / 4 h / Ambient temperature

2: 5.5 g / diethyl phosphorocyanidate, Et₃N / dimethylformamide / 1 h / Ambient temperature

With diethyl cyanophosphonate; sodium cyanoborohydride; triethylamine; In methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

N-cyclopentylglycine tert-butyl ester

N₆-[(benzyloxy)carbonyl]-L-lysine

glycine tert-butyl ester hydrochloride

cyclopentanone

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