Tyrosine, N-acetyl-3,5-dimethoxy-O-methyl-, methyl ester

Base Information

• Chemical Name: Tyrosine, N-acetyl-3,5-dimethoxy-O-methyl-, methyl ester
• CAS No.: 82317-75-7
• Molecular Formula: C15H21NO6
• Molecular Weight: 311.335
• Mol file: 82317-75-7.mol

Synonyms:

Chemical Property of Tyrosine, N-acetyl-3,5-dimethoxy-O-methyl-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Tyrosine, N-acetyl-3,5-dimethoxy-O-methyl-, methyl ester

There total 6 articles about Tyrosine, N-acetyl-3,5-dimethoxy-O-methyl-, methyl 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: 88.0%

methanol (67-56-1) + N-Acetyl-3.4.5-trimethoxyphenylalanin (82337-59-5,18111-20-1) → rac-methyl 2-acetamido-3-(3,4,5-trimethoxyphenyl)propanoate (82317-75-7)

Guidance literature:

With boron trifluoride diethyl etherate; for 1h; Heating;

DOI:10.1021/jm00349a006

Reference yield:

methyl (Z)-2-acetamido-3-(3,4,5-trimethoxyphenyl)acrylate → rac-methyl 2-acetamido-3-(3,4,5-trimethoxyphenyl)propanoate (82317-75-7)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 16h;

DOI:10.1002/anie.201901056

Reference yield:

3,4,5-trimethoxy-benzaldehyde (86-81-7) → rac-methyl 2-acetamido-3-(3,4,5-trimethoxyphenyl)propanoate (82317-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: AcONa / 1 h / Heating

2: 1.) MeONa, 2.) H₂ / 2.) 10percent Pd/C / 1.) 10 min, 2.) MeOH, 50 deg C, 2-3 h

With hydrogen; sodium methylate; sodium acetate; palladium on activated charcoal;

upstream raw materials:

methanol

N-Acetyl-3.4.5-trimethoxyphenylalanin

2-methyl-4-(3,4,5-trimethoxyphenylmethylene)-5(4H)-oxazolone

3,4,5-trimethoxy-benzaldehyde

Downstream raw materials:

(R)-methyl 2-acetamido-3-(3,4,5-trimethoxyphenyl)propanoate

(S)-2-acetamido-3-(3,4,5-trimethoxyphenyl)propanoic acid

(R)-2-Amino-3-(3,4,5-trimethoxy-phenyl)-propionic acid; hydrochloride

(R)-2-((tert-butoxycarbonyl)amino)-3-(3,4,5-trimethoxyphenyl)propanoic acid

Refernces

• 1、 Tyagi, O D,Boll, P M,Parmar, V S,Taneja, Poonam,Singh, S K. "Synthesis of (S)-3,4-dihydroxyphenylalanine (L-DOPA) and unnatural α-amino acids via enzymatic resolution using alcalase". . p. 851 - 854. Retrieved 2007/10/02.