N-α-(1-carboxy-3-cyclohexylpropyl)-N^ε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine

Base Information

• Chemical Name: N-α-(1-carboxy-3-cyclohexylpropyl)-N^ε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine
• CAS No.: 126333-41-3
• Molecular Formula: C₃₁H₄₇N₃O₇
• Molecular Weight: 573.73

Synonyms:

Chemical Property of N-α-(1-carboxy-3-cyclohexylpropyl)-N^ε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of N-α-(1-carboxy-3-cyclohexylpropyl)-N^ε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine

There total 6 articles about N-α-(1-carboxy-3-cyclohexylpropyl)-N^ε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine 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:

Boc-Lys(Z)-OH (2389-45-9) → N-α-(1-carboxy-3-cyclohexylpropyl)-Nε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine (126333-41-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 10.5 g / hydroxybenzotriazole, water-soluble carbodiimide / dimethylformamide / 1 h / 0 °C

2: 9.2 g / 5N NaOH / ethanol; H₂O / 20 h / Ambient temperature

3: trifluoroacetic acid, anisol / 1 h / -20 °C

4: 1.) molecular sieves 3A, Et₃N, 2.) NaBH₃CN, 3.) Dowex 50W-X₂ / 1.) MeOH, room temperature, 30 min, 2.) MeOH, room temperature

With sodium hydroxide; 3 A molecular sieve; DOWEX 50W-X₂; sodium cyanoborohydride; benzotriazol-1-ol; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In ethanol; water; N,N-dimethyl-formamide;

Reference yield:

N-cyclopentyl glycine ethyl ester hydrochloride (84126-69-2) → N-α-(1-carboxy-3-cyclohexylpropyl)-Nε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine (126333-41-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 10.5 g / hydroxybenzotriazole, water-soluble carbodiimide / dimethylformamide / 1 h / 0 °C

2: 9.2 g / 5N NaOH / ethanol; H₂O / 20 h / Ambient temperature

3: trifluoroacetic acid, anisol / 1 h / -20 °C

4: 1.) molecular sieves 3A, Et₃N, 2.) NaBH₃CN, 3.) Dowex 50W-X₂ / 1.) MeOH, room temperature, 30 min, 2.) MeOH, room temperature

With sodium hydroxide; 3 A molecular sieve; DOWEX 50W-X₂; sodium cyanoborohydride; benzotriazol-1-ol; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In ethanol; water; N,N-dimethyl-formamide;

Reference yield:

cyclopentanone (120-92-3) → N-α-(1-carboxy-3-cyclohexylpropyl)-Nε-benzyloxycarbonyl-L-lysyl>-N-cyclopentyl glycine (126333-41-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) molecular sieves 3A, 2.) NaBH₃CN, 3.) HCl / 1.) EtOH, room temperature, 1 h, 2.) EtOH, room temperature, 3.) Et₂O, AcOEt, room temperature

2: 10.5 g / hydroxybenzotriazole, water-soluble carbodiimide / dimethylformamide / 1 h / 0 °C

3: 9.2 g / 5N NaOH / ethanol; H₂O / 20 h / Ambient temperature

4: trifluoroacetic acid, anisol / 1 h / -20 °C

5: 1.) molecular sieves 3A, Et₃N, 2.) NaBH₃CN, 3.) Dowex 50W-X₂ / 1.) MeOH, room temperature, 30 min, 2.) MeOH, room temperature

With hydrogenchloride; sodium hydroxide; 3 A molecular sieve; DOWEX 50W-X₂; sodium cyanoborohydride; benzotriazol-1-ol; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

N-(N^ε-carbobenzoxy-L-lysyl)-N-cyclopentyl glycine

Boc-Lys(Z)-OH

N-cyclopentyl glycine ethyl ester hydrochloride

cyclopentanone

Downstream raw materials:

N-α-(1-carboxy-3-cyclohexylpropyl)-L-lysyl>-N-cyclopentyl glycine

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