(S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester
• CAS No.: 427881-22-9
• Molecular Formula: C₃₆H₅₃N₅O₇
• Molecular Weight: 667.846
• Mol file: 427881-22-9.mol

Synonyms:

Chemical Property of (S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester

There total 9 articles about (S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid 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:

Fmoc-Tyr(OBut)-Gly-Gly-Phe-Leu-OBut (138372-38-0) → (S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester (427881-22-9)

Guidance literature:

With 4-Aminomethylpiperidine; In chloroform; for 0.5h;

DOI:10.1016/0040-4039(91)80176-7

Reference yield:

N-Fmoc L-Phe (35661-40-6) → (S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester (427881-22-9)

Guidance literature:

Multi-step reaction with 8 steps

1: benzotriazolyloxy-tris(pyrrolidino)-phosphonium hexafluorophosphate, diisopropylethylamine / CHCl₃ / 0.5 h

2: 4-(aminomethyl)piperidine / CHCl₃ / 0.5 h

3: benzotriazolyloxy-tris(pyrrolidino)-phosphonium hexafluorophosphate, diisopropylethylamine / CHCl₃ / 0.17 h

4: 4-(aminomethyl)piperidine / CHCl₃ / 0.5 h

5: benzotriazolyloxy-tris(pyrrolidino)-phosphonium hexafluorophosphate, diisopropylethylamine / CHCl₃ / 0.17 h

6: 4-(aminomethyl)piperidine / CHCl₃

7: benzotriazolyloxy-tris(pyrrolidino)-phosphonium hexafluorophosphate, diisopropylethylamine / CHCl₃ / 0.5 h

8: 4-(aminomethyl)piperidine / CHCl₃ / 0.5 h

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; 4-Aminomethylpiperidine; N-ethyl-N,N-diisopropylamine; In chloroform;

DOI:10.1016/0040-4039(91)80176-7

Reference yield:

L-leucine tert-butyl ester hydrochloride (2748-02-9,13081-32-8) → (S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester (427881-22-9)

Guidance literature:

Multi-step reaction with 8 steps

1: benzotriazolyloxy-tris(pyrrolidino)-phosphonium hexafluorophosphate, diisopropylethylamine / CHCl₃ / 0.5 h

2: 4-(aminomethyl)piperidine / CHCl₃ / 0.5 h

3: benzotriazolyloxy-tris(pyrrolidino)-phosphonium hexafluorophosphate, diisopropylethylamine / CHCl₃ / 0.17 h

4: 4-(aminomethyl)piperidine / CHCl₃ / 0.5 h

5: benzotriazolyloxy-tris(pyrrolidino)-phosphonium hexafluorophosphate, diisopropylethylamine / CHCl₃ / 0.17 h

6: 4-(aminomethyl)piperidine / CHCl₃

7: benzotriazolyloxy-tris(pyrrolidino)-phosphonium hexafluorophosphate, diisopropylethylamine / CHCl₃ / 0.5 h

8: 4-(aminomethyl)piperidine / CHCl₃ / 0.5 h

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; 4-Aminomethylpiperidine; N-ethyl-N,N-diisopropylamine; In chloroform;

DOI:10.1016/0040-4039(91)80176-7

upstream raw materials:

Fmoc-Tyr(OBu^t)-Gly-Gly-Phe-Leu-OBu^t

N-Fmoc L-Phe

L-leucine tert-butyl ester hydrochloride

L-phenylalanyl-L-leucine tert-butyl ester

Downstream raw materials:

leucine enkephalin acetate