N-BOC-ALPHA-METHYL-D-SERINE METHYL ESTER

Base Information

• Chemical Name: N-BOC-ALPHA-METHYL-D-SERINE METHYL ESTER
• CAS No.: 188476-33-7
• Molecular Formula: C10H19 N O5
• Molecular Weight: 233.265
• Hs Code.: 2924199090
• Mol file: 188476-33-7.mol

Synonyms:(S)-2-(tert-Butoxycarbonylamino)-3-hydroxy-2-methylpropanoicacid methyl ester

Chemical Property of N-BOC-ALPHA-METHYL-D-SERINE METHYL ESTER

Chemical Property:

• PSA: 84.86000
• LogP: 0.82600

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-alpha-methyl-D-serine methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-BOC-ALPHA-METHYL-D-SERINE METHYL ESTER

There total 31 articles about N-BOC-ALPHA-METHYL-D-SERINE 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: 100.0%

methyl iodide (74-88-4) → (S)-2-N-(tert-butoxycarbonyl)amino-2-methyl-3-hydroxypropanoic acid methyl ester (188476-33-7)

Guidance literature:

(S)-2-tert-Butoxycarbonylamino-3-hydroxy-2-methyl-propionic acid; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetone; at 20 - 25 ℃; for 0.75h; Industry scale;

methyl iodide; In acetone; at 18 - 30 ℃;

Reference yield: 92.0%

(S)-2-tert-Butoxycarbonylamino-3-hydroxy-2-methyl-propionic acid (84311-19-3) + diazomethyl-trimethyl-silane (18107-18-1) → (S)-2-N-(tert-butoxycarbonyl)amino-2-methyl-3-hydroxypropanoic acid methyl ester (188476-33-7)

Guidance literature:

In methanol; hexane; benzene; at 20 ℃; for 0.5h;

DOI:10.1021/jm070476u

Reference yield: 87.0%

3-tert-butyl 4-methyl (S)-4-methyl-2-oxooxazolidine-3,4-dicarboxylate (902451-76-7) → (S)-2-N-(tert-butoxycarbonyl)amino-2-methyl-3-hydroxypropanoic acid methyl ester (188476-33-7)

Guidance literature:

With caesium carbonate; In methanol; at 20 ℃; for 2.5h;

DOI:10.1016/j.tet.2007.03.079

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-tert-Butoxycarbonylamino-3-methoxymethoxy-2-methyl-propionic acid methyl ester

(2S)-methyl 2-amino-3-hydroxy-2-methylpropanoate

diazomethane

Downstream raw materials:

(S)-3-Benzyloxyamino-2-tert-butoxycarbonylamino-2-methyl-propionic acid methyl ester

Refernces

• 1、 -. "Method for producing an optically active homoserine deriv. α-". Paragraph 0071; 0072; 0073; 0074. . Retrieved 2019/05/25.
• 2、 Terada, Masahiro,Tsushima, Daisuke,Nakano, Megumi. "Enantioselective electrophilic amination of α-cyanothioacetates with azodicarboxylates catalyzed by an axially chiral guanidine base". supporting information; experimental part. p. 2817 - 2821. Retrieved 2010/03/05.