Boc-L-Nle-L-Asp(Bzl)-NH₂

Base Information

• Chemical Name: Boc-L-Nle-L-Asp(Bzl)-NH₂
• CAS No.: 94236-49-4
• Molecular Formula: C₂₂H₃₃N₃O₆
• Molecular Weight: 435.521
• Mol file: 94236-49-4.mol

Synonyms:Boc-L-Nle-L-Asp(Bzl)-NH₂

Chemical Property of Boc-L-Nle-L-Asp(Bzl)-NH₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-L-Nle-L-Asp(Bzl)-NH₂

There total 2 articles about Boc-L-Nle-L-Asp(Bzl)-NH₂ 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:

β-benzyl-L-aspartic acid amide trifluoroacetate (92762-94-2) + 4-nitrophenyl (S)-2-((tert-butoxycarbonyl)amino)hexanoate (21947-33-1) → Boc-L-Nle-L-Asp(Bzl)-NH2 (94236-49-4)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jm00381a002

Reference yield:

Boc-Nle-OH (6404-28-0) + β-benzyl-L-aspartic acid amide trifluoroacetate (92762-94-2) → Boc-L-Nle-L-Asp(Bzl)-NH2 (94236-49-4)

Guidance literature:

With 4-methyl-morpholine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; Yield given. Multistep reaction; 1) DMF, 0 deg C, 5 min, 2) a) 0 deg C, 30 min, b) r.t., 30 min;

DOI:10.1021/jm00130a018

Reference yield:

Boc-L-Nle-L-Asp(Bzl)-NH2 (94236-49-4) → Boc-Asp-Tyr(SO3K)-Nle-Gly-Trp-Nle-gAsp-COCH2CH2C6H5 (121961-23-7)

Guidance literature:

Multi-step reaction with 7 steps

1: benzene / acetonitrile / 3 h / Ambient temperature

2: (benzotriazolyloxy)tris(dimethylamino)phosphonium hexafluorophosphate, N,N-diisopropylethylamine / dimethylformamide / 1 h / Ambient temperature

3: 1) F₃COOH, 2) N,N-diisopropylethylamine / 1) r.t., 30 min, 2) DMF, r.t., 3 h

4: H₂ / 10percent Pd/C / dimethylformamide; acetic acid; H₂O / 7 h / 760 Torr / Ambient temperature

5: N,N-diisopropylethylamine / dimethylformamide / 3 h / Ambient temperature

6: 98 percent / H₂ / 10percent Pd/C / dimethylformamide; acetic acid; H₂O / 4 h / 760 Torr / Ambient temperature

7: 65 percent / SO₃-pyridine complex / dimethylformamide; pyridine / Ambient temperature

With bis-(trifluoroacetoxy)-iodo-benzene; pyridine-SO₃ complex; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In pyridine; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00130a018

upstream raw materials:

Boc-Nle-OH

β-benzyl-L-aspartic acid amide trifluoroacetate

4-nitrophenyl (S)-2-((tert-butoxycarbonyl)amino)hexanoate

Downstream raw materials:

Boc-Asp-Tyr(SO₃K)-Nle-Gly-Trp-Nle-gAsp-COCH₂CH₂C₆H₅

Boc-Nle-gAsp(OBzl)-COCH₂CH₂C₆H₅

Z-Trp-Nle-gAsp(OBzl)-COCH₂CH₂C₆H₅

Boc-Asp-Tyr-Nle-Gly-Trp-Nle-gAsp-COCH₂CH₂C₆H₅

Refernces

• 1、 Martinez,Bali,Magous,Laur,Lignon,Briet,Nisato,Castro. "Structure-activity relationships of C-terminal tri- and tetrapeptide fragments that inhibit gastrin activity". . p. 273 - 278. Retrieved 2007/10/02.