methyl N-(tert-butyloxycarbonyl)-3,4-bis(hydroxy)phenylalanine carboxylate

Base Information

• Chemical Name: methyl N-(tert-butyloxycarbonyl)-3,4-bis(hydroxy)phenylalanine carboxylate
• CAS No.: 59686-54-3
• Molecular Formula: C₁₅H₂₁NO₆
• Molecular Weight: 311.335
• Mol file: 59686-54-3.mol

Synonyms:methyl N-(tert-butyloxycarbonyl)-3,4-bis(hydroxy)phenylalanine carboxylate

Chemical Property of methyl N-(tert-butyloxycarbonyl)-3,4-bis(hydroxy)phenylalanine carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-(tert-butyloxycarbonyl)-3,4-bis(hydroxy)phenylalanine carboxylate

There total 5 articles about methyl N-(tert-butyloxycarbonyl)-3,4-bis(hydroxy)phenylalanine carboxylate 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:

3,4-(dihydroxyphenyl)-L-alanine methyl ester hydrochloride + di-tert-butyl dicarbonate (24424-99-5) → methyl N-(tert-butyloxycarbonyl)-3,4-bis(hydroxy)phenylalanine carboxylate (59686-54-3)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; hexane; water;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + L-dopa methyl ester hydrochloride (1421-65-4) → methyl N-(tert-butyloxycarbonyl)-3,4-bis(hydroxy)phenylalanine carboxylate (59686-54-3)

Guidance literature:

With triethylamine; In ethyl acetate; tert-butyl alcohol;

Reference yield:

dopa (63-84-3,90638-38-3) → methyl N-(tert-butyloxycarbonyl)-3,4-bis(hydroxy)phenylalanine carboxylate (59686-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Me₃SiCl

With chloro-trimethyl-silane; 1: Esterification / 2: Carbonylation;

DOI:10.1002/(SICI)1099-0690(199912)1999:12<3441::AID-EJOC3441>3.0.CO;2-Y

upstream raw materials:

di-tert-butyl dicarbonate

(+/-)-3-(3,4-dihydroxyphenyl)-2-methyl-DL-alanine

dopa

L-dopa methyl ester hydrochloride

Downstream raw materials:

3-(3.4-Bis-trifluoromethanesulfonyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

Boc-DOPA-(Bn)2-OH

[2-(3,4-Bis-benzyloxy-phenyl)-1-carbamoyl-ethyl]-carbamic acid tert-butyl ester

2-Amino-3-(3,4-bis-benzyloxy-phenyl)-propionamide

Refernces

• 1、 -. "Bicyclic signal transduction inhibitors, compositions containing them and uses thereof". . . Retrieved 2008/06/13.
• 2、 -. "Peptide derivatives of collagenase inhibitor". . . Retrieved 2008/06/13.