(S)-2,3-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid

Base Information

• Chemical Name: (S)-2,3-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid
• CAS No.: 253344-32-0
• Molecular Formula: C₃₁H₄₂N₄O₈
• Molecular Weight: 598.696
• Mol file: 253344-32-0.mol

Synonyms:(S)-2,3-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid

Chemical Property of (S)-2,3-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2,3-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid

There total 1 articles about (S)-2,3-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid 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:

(S)-2,3-diaminopropionic acid (515-94-6,1915-96-4,4033-39-0,6018-54-8) + Boc-Phe-ONSu (3674-06-4) → (S)-2,3-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid (253344-32-0)

Guidance literature:

With 4-methyl-morpholine; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.1016/S0223-5234(00)80034-3

Reference yield:

(S)-2,3-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid (253344-32-0) + isobutyl chloroformate (543-27-1) → C36H50N4O10

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at -15 ℃; for 0.333333h;

DOI:10.1016/S0223-5234(00)80034-3

Reference yield:

(S)-2,3-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid (253344-32-0) → (S)-2-Amino-N-[(S)-2-((S)-2-amino-3-phenyl-propionylamino)-1-hydroxymethyl-ethyl]-3-phenyl-propionamide (1026541-61-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine / tetrahydrofuran / 0.33 h / -15 °C

2: NaBH₄ / tetrahydrofuran; ethanol / 0.42 h / 0 - 20 °C

3: 89 percent / aq. TFA / methoxybenzene

With 4-methyl-morpholine; sodium tetrahydroborate; trifluoroacetic acid; In tetrahydrofuran; ethanol; methoxybenzene; 1: Substitution / 2: Reduction / 3: Hydrolysis;

DOI:10.1016/S0223-5234(00)80034-3

upstream raw materials:

(S)-2,3-diaminopropionic acid

Boc-Phe-ONSu

Downstream raw materials:

(S)-2-Amino-N-[(S)-2-((S)-2-amino-3-phenyl-propionylamino)-1-hydroxymethyl-ethyl]-3-phenyl-propionamide

{1-[2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-1-hydroxymethyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester