Carbamic acid, [1-[(4-methoxyphenyl)methyl]-2-oxoethyl]-, methyl ester, (R)-

Base Information

• Chemical Name: Carbamic acid, [1-[(4-methoxyphenyl)methyl]-2-oxoethyl]-, methyl ester, (R)-
• CAS No.: 112463-92-0
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• Mol file: 112463-92-0.mol

Synonyms:

Chemical Property of Carbamic acid, [1-[(4-methoxyphenyl)methyl]-2-oxoethyl]-, methyl ester, (R)-

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [1-[(4-methoxyphenyl)methyl]-2-oxoethyl]-, methyl ester, (R)-

There total 5 articles about Carbamic acid, [1-[(4-methoxyphenyl)methyl]-2-oxoethyl]-, methyl ester, (R)- 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:

(S)-2-methoxycarbonylamino-3-(4-methoxyphenyl)-propionic acid methyl ester (113089-15-9) → [(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-carbamic acid methyl ester (112463-92-0)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 2h;

DOI:10.1021/jo00242a004

Reference yield:

(S)-2-[(methoxycarbonyl)amino]-3-(4-methoxyphenyl) propan-1-ol (361520-05-0) → [(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-carbamic acid methyl ester (112463-92-0)

Guidance literature:

With dichloro-acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dimethyl sulfoxide; toluene; at 25 ℃; for 16h;

DOI:10.1002/chem.202004444

Reference yield:

(S)-3-(4-hydroxyphenyl)-2-[(methoxycarbonyl)amino] propionic acid (338386-45-1) → [(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-carbamic acid methyl ester (112463-92-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dichloro-acetic acid / toluene; dimethyl sulfoxide / 16 h / 25 °C

With dichloro-acetic acid; lithium aluminium tetrahydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

DOI:10.1002/chem.202004444

upstream raw materials:

(S)-2-methoxycarbonylamino-3-(4-methoxyphenyl)-propionic acid methyl ester

(S)-3-(4-hydroxyphenyl)-2-[(methoxycarbonyl)amino] propionic acid

(S)-2-[(methoxycarbonyl)amino]-3-(4-methoxyphenyl) propan-1-ol

L-tyrosine

Downstream raw materials:

(S)-2,2-Dichloro-3-hydroxy-4-methoxycarbonylamino-5-(4-methoxy-phenyl)-pentanoic acid methyl ester

(4S,5S)-3,3-Dichloro-4-hydroxy-5-(4-methoxy-benzyl)-pyrrolidin-2-one

(4R,5S)-3,3-Dichloro-4-hydroxy-5-(4-methoxy-benzyl)-pyrrolidin-2-one

Acetic acid (3S,4R,5R)-4-hydroxy-5-(4-methoxy-benzyl)-2-oxo-pyrrolidin-3-yl ester

Refernces

• 1、 Shono, Tatsuya,Kise, Naoki,Tanabe, Takayoshi. "A new Stereoselective Method of Synthesis of Pyrrolizidines and Indolizidines". . p. 1364 - 1367. Retrieved 2007/10/02.