O-methyl-L-serine methyl ester hydrochloride

Base Information

• Chemical Name: O-methyl-L-serine methyl ester hydrochloride
• CAS No.: 327051-11-6
• Molecular Formula: C₅H₁₁NO₃*ClH
• Molecular Weight: 169.608
• Mol file: 327051-11-6.mol

Synonyms:O-methyl-L-serine methyl ester hydrochloride

Chemical Property of O-methyl-L-serine methyl ester hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-methyl-L-serine methyl ester hydrochloride

There total 2 articles about O-methyl-L-serine methyl ester hydrochloride 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: 97.5%

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate (134167-07-0) → O-methyl-L-serine methyl ester hydrochloride (327051-11-6,1800300-79-1)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 2h;

Reference yield:

methanol (67-56-1) + DL-3-methoxy-alanine (4219-94-7,19794-53-7,32620-11-4,86118-11-8) → O-methyl-L-serine methyl ester hydrochloride (327051-11-6,1800300-79-1)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃;

DOI:10.1021/acs.jnatprod.5b00301

Reference yield: 93.0%

1′-(diphenylphosphino)ferrocene-1-carboxylic acid (173346-69-5) + O-methyl-L-serine methyl ester hydrochloride (327051-11-6,1800300-79-1) → (S)-Ph2PfcCONHCH(CH2OMe)CO2Me (1415903-66-0)

Guidance literature:

1′-(diphenylphosphino)ferrocene-1-carboxylic acid; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 ℃; for 0.25h;

O-methyl-L-serine methyl ester hydrochloride; With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.jorganchem.2012.10.009

upstream raw materials:

methanol

DL-3-methoxy-alanine

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate

Downstream raw materials:

(S)-Ph₂PfcCONHCH(CH₂OMe)CO₂Me

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate

Refernces

• 1、 -. "Synthesis and application of peptide borate compounds". Paragraph 0142; 0155-0156. . Retrieved 2019/12/25.
• 2、 Kleigrewe, Karin,Almaliti, Jehad,Tian, Isaac Yuheng,Kinnel, Robin B.,Korobeynikov, Anton,Monroe, Emily A.,Duggan, Brendan M.,Di Marzo, Vincenzo,Sherman, David H.,Dorrestein, Pieter C.,Gerwick, Lena,Gerwick, William H.. "Combining Mass Spectrometric Metabolic Profiling with Genomic Analysis: A Powerful Approach for Discovering Natural Products from Cyanobacteria". . p. 1671 - 1682. Retrieved 2015/08/03.