(S)-3-(4-benzyloxy-3-hydroxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid

Base Information

• Chemical Name: (S)-3-(4-benzyloxy-3-hydroxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid
• CAS No.: 186689-02-1
• Molecular Formula: C₂₁H₂₅NO₆
• Molecular Weight: 387.433
• Mol file: 186689-02-1.mol

Synonyms:(S)-3-(4-benzyloxy-3-hydroxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid

Chemical Property of (S)-3-(4-benzyloxy-3-hydroxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(4-benzyloxy-3-hydroxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid

There total 9 articles about (S)-3-(4-benzyloxy-3-hydroxy-phenyl)-2-tert-butoxycarbonylamino-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:

C21H24NO6(1-)*Li(1+) → (S)-3-(4-benzyloxy-3-hydroxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid (186689-02-1)

Guidance literature:

With hydrogenchloride; In methanol; water; at 20 ℃; Acidic aqueous solution;

Reference yield:

2-(tert-butoxycarbonylamino)-3-(3-formyl-4-hydroxyphenyl)propanoic acid (186689-03-2) → (S)-3-(4-benzyloxy-3-hydroxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid (186689-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃

2: 1.) H₂O₂, (PhSe)2, 2.) NH₃ / 2.) MeOH

With diphenyl diselenide; ammonia; dihydrogen peroxide; potassium carbonate;

DOI:10.1021/jo9902751

Reference yield:

(S)-3-(4-Benzyloxy-3-formyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid (1025842-35-6) → (S)-3-(4-benzyloxy-3-hydroxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid (186689-02-1)

Guidance literature:

With ammonia; In methanol; for 1h; Yield given; Ambient temperature;

DOI:10.1021/jo962099r

upstream raw materials:

(S)-3-(4-Benzyloxy-3-formyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid

di-tert-butyl dicarbonate

Boc-Tyr-OH

L-tyrosine

Downstream raw materials:

Isodityrosine

methyl N-[(1,1-dimethylethoxy)carbonyl]-O-[S]-[5-({[2-(1,1-dimethylethoxy)carbonyl]amino}-2-[(phenylmethoxy)carbonyl]ethyl)-2-(phenylmethoxy)phenyl]-L-tyrosinate

[(S)-2-(4-benzyloxy-3-hydroxy-phenyl)-1-methylcarbamoyl-ethyl]-carbamic acid tert-butyl ester

2-[(S)-3-(4-benzyloxy-3-hydroxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-2-methyl-propionic acid methyl ester