(S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate

Base Information

• Chemical Name: (S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate
• CAS No.: 37169-36-1
• Molecular Formula: C15H21NO6
• Molecular Weight: 311.335
• Mol file: 37169-36-1.mol

Synonyms:

Chemical Property of (S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate

Chemical Property:

• Melting Point: 138 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Boiling Point: 502.7±50.0 °C(Predicted)
• PKA: 9.62±0.20(Predicted)
• PSA: 105.09000
• Density: 1.241±0.06 g/cm3(Predicted)
• LogP: 2.09750
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(S)-Methyl2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate

There total 18 articles about (S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate 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: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + L-dopa methyl ester hydrochloride (1421-65-4) → methyl (S)-2-(tert-butoxycarbonylamino)-3-(3,4-dihydroxyphenyl)propanoate (37169-36-1)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 18h;

DOI:10.1016/j.tetasy.2004.11.089

Reference yield: 96.0%

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → methyl (S)-2-(tert-butoxycarbonylamino)-3-(3,4-dihydroxyphenyl)propanoate (37169-36-1)

Guidance literature:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester; With oxygen; In aq. phosphate buffer; dichloromethane; at 20 ℃; for 4h; Enzymatic reaction;

With sodium dithionite; In water; Reagent/catalyst; Kinetics;

DOI:10.1002/cplu.201200300

Reference yield: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + L-DOPA methyl ester (7101-51-1) → methyl (S)-2-(tert-butoxycarbonylamino)-3-(3,4-dihydroxyphenyl)propanoate (37169-36-1)

Guidance literature:

With triethylamine; In methanol; at 20 ℃;

DOI:10.1039/c1cc13179f

upstream raw materials:

di-tert-butyl dicarbonate

L-DOPA methyl ester

L-dopa methyl ester hydrochloride

levodopa

Downstream raw materials:

3-(3,4-bis-benzyloxyphenyl)-2-tert-(butoxycarbonylamino)propionic acid methyl ester

N-Boc-O-acetyl-DOPA methyl ester

L-DOPA methyl ester

(R,Z)-tert-butyl 4-((6,7-bis(benzyloxy)-3-((tert-butoxycarbonyl)amino)quinolin-2(1H)-ylidene)amino)-2-hydroxybutanoate