N-benzyloxycarbonyl-3-methyl-4-methoxy-L-phenylalanine methyl ester

Base Information

• Chemical Name: N-benzyloxycarbonyl-3-methyl-4-methoxy-L-phenylalanine methyl ester
• CAS No.: 1199794-65-4
• Molecular Formula: C₂₀H₂₃NO₅
• Molecular Weight: 357.406
• Mol file: 1199794-65-4.mol

Synonyms:N-benzyloxycarbonyl-3-methyl-4-methoxy-L-phenylalanine methyl ester

Chemical Property of N-benzyloxycarbonyl-3-methyl-4-methoxy-L-phenylalanine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyloxycarbonyl-3-methyl-4-methoxy-L-phenylalanine methyl ester

There total 4 articles about N-benzyloxycarbonyl-3-methyl-4-methoxy-L-phenylalanine 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: 97.0%

C21H25NO6 (1219720-76-9) → N-benzyloxycarbonyl-3-methyl-4-methoxy-L-phenylalanine methyl ester (1199794-65-4)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; for 6h;

DOI:10.1016/j.tetasy.2009.12.024

Reference yield: 75.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Z-L-Tyr-OH (1164-16-5) + dimethyl sulfate (77-78-1) → N-benzyloxycarbonyl-3-methyl-4-methoxy-L-phenylalanine methyl ester (1199794-65-4)

Guidance literature:

Z-L-Tyr-OH; With borax; sodium hydroxide; In water; at 25 ℃; for 0.5h; Inert atmosphere;

formaldehyd; In water; at 40 ℃; for 24h; Inert atmosphere;

dimethyl sulfate; Further stages;

DOI:10.1002/anie.201900035

Reference yield:

C21H25NO6 (1219720-76-9) + N-Cbz-3-hydroxymethyl-4-methoxy-L-phenylalanine methyl ester (1219720-75-8) → N-benzyloxycarbonyl-3-methyl-4-methoxy-L-phenylalanine methyl ester (1199794-65-4)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetasy.2009.12.024

upstream raw materials:

N-Cbz-3-methyl-L-tyrosine

dimethyl sulfate

C₂₁H₂₅NO₆

N-Cbz-3-hydroxymethyl-4-methoxy-L-phenylalanine methyl ester

Downstream raw materials:

N-benzyloxycarbonyl-3-formyl-4-methoxy-5-methyl-L-phenylalanine methyl ester

N-benzyloxycarbonyl-3-hydroxy-4-methoxy-5-methyl-L-phenylalaninol

Refernces

• 1、 Chen, Ruijiao,Zhu, Deguang,Hu, Zuoqiang,Zheng, Zhiming,Chen, Xiaochuan. "A new approach to the synthesis of l-3-hydroxy-4-methoxy-5-methyl-phenylalanine derivatives from l-tyrosine". scheme or table. p. 39 - 42. Retrieved 2010/04/24.