2-Methyl-D-serine

Base Information

• Chemical Name: 2-Methyl-D-serine
• CAS No.: 81132-44-7
• Molecular Formula: C₄H₉NO₃
• Molecular Weight: 119.12
• Hs Code.: 2922509090
• Mol file: 81132-44-7.mol

Synonyms:(R)-2-Amino-2-methyl-3-hydroxypropanoic acid

Chemical Property of 2-Methyl-D-serine

Chemical Property:

• Appearance/Colour: White to Off-White Solid
• Melting Point: 286-288 ºC
• Refractive Index: 1.4183 (estimate)
• Boiling Point: 345.8 °C at 760 mmHg
• PKA: 2.20±0.10(Predicted)
• Flash Point: 162.9 °C
• PSA: 83.55000
• Density: 1.317 g/cm³
• LogP: -0.51900
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Water (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

a-Methyl-D-serine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A potential chiral building blocks for the synthesis of different a -methyl a -amino acids

Technology Process of 2-Methyl-D-serine

There total 46 articles about 2-Methyl-D-serine 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: 93.0%

(2R,4S)-methyl 2-tert-butyl-3-formyl-4-methyloxazolidine-4-carboxylate (93250-94-3) → (S)-(+)-2-amino-2-methyl-3-hydroxypropanoic acid (3398-40-1,5424-29-3,16820-18-1,81132-44-7)

Guidance literature:

With hydrogenchloride; at 120 ℃; for 1.5h; freeing from salt with Dowex W₅₀*X₈;

DOI:10.1002/hlca.19870700426

Reference yield: 93.0%

((R)-1-Cyano-2-methoxymethoxy-1-methyl-ethyl)-carbamic acid methyl ester → (S)-(+)-2-amino-2-methyl-3-hydroxypropanoic acid (3398-40-1,5424-29-3,16820-18-1,81132-44-7)

Guidance literature:

With hydrogenchloride; for 12h; Heating;

DOI:10.1016/S0040-4020(98)00937-5

Reference yield: 92.0%

(1R,4S,7R,8S)-1,4,11,11-tetramethyl-4-(hydroxymethyl)-6-oxa-3-aza-tricyclo[6.2.1.02,7]undec-2-en-5-one (1059607-17-8) → (S)-(+)-2-amino-2-methyl-3-hydroxypropanoic acid (3398-40-1,5424-29-3,16820-18-1,81132-44-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 90 ℃; for 4h;

DOI:10.1016/j.tetasy.2008.06.033

upstream raw materials:

5-hydroxymethyl-5-methyl-imidazolidine-2,4-dione

formaldehyd

L-alanin

(S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide

Downstream raw materials:

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

methyl (R)-(+)-2-amino-3-hydroxy-2-methylpropionate

(S)-N-Cbz-α-MeSer(OH)-OH

Refernces

• 1、 Wang, Hai-Fei,Ma, Guo-Hua,Yang, Shao-Bo,Han, Rong-Gang,Xu, Peng-Fei. "A concise synthesis of (+)-conagenin and its isomer using chiral tricyclic iminolactones". . p. 1630 - 1635. Retrieved 2008/12/21.
• 2、 Aydillo, Carlos,Jimenez-Oses, Gonzalo,Busto, Jesus H.,Peregrina, Jesus M.,Zurbano, Maria M.,Avenoza, Alberto. "Theoretical evidence for pyramidalized bicyclic serine enolates in highly diastereoselective alkylations". . p. 4840 - 4848. Retrieved 2008/02/04.