N--(R)-serine methylester

Base Information

• Chemical Name: N--(R)-serine methylester
• CAS No.: 155225-24-4
• Molecular Formula: C₁₇H₂₂N₂O₆
• Molecular Weight: 350.371
• Mol file: 155225-24-4.mol

Synonyms:N--(R)-serine methylester

Chemical Property of N--(R)-serine methylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N--(R)-serine methylester

There total 2 articles about N--(R)-serine methylester 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:

R-(-)-serine methyl ester hydrochloride (5874-57-7) + (S)-2-Ethoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid benzyl ester → N--(R)-serine methylester (155225-24-4)

Guidance literature:

With 4-methyl-morpholine; In ethyl acetate; at -15 - 20 ℃; for 13h; Yield given;

DOI:10.1016/S0957-4166(00)80107-X

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → N--(R)-serine methylester (155225-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methylmorpholine / CH₂Cl₂ / 0.25 h / -15 °C

2: 4-methylmorpholine / CH₂Cl₂ / a) -15 deg C, 1 h, b) RT, 12 h

With 4-methyl-morpholine; In dichloromethane;

DOI:10.1016/0957-4166(96)00241-8

Reference yield:

N--(R)-serine methylester (155225-24-4) → (R)-methyl 2-(1-(benzyloxycarbonyl)pyrrolidin-2-yl)oxazole-4-carboxylate (1137881-82-3)

Guidance literature:

N--(R)-serine methylester; With (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; at -20 ℃; for 0.5h;

With Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 2 - 3 ℃; for 10h;

upstream raw materials:

R-(-)-serine methyl ester hydrochloride

N-Benzyloxycarbonyl-L-proline

Downstream raw materials:

(2S,5S)-2-hydroxymethyl-1,4-diaza<4.3.0>bicyclononane

(2R,5S)-2-hydroxymethyl-3,6-diketo-1,4-diaza<4.3.0>bicyclononane

(R)-methyl 2-(1-(benzyloxycarbonyl)pyrrolidin-2-yl)oxazole-4-carboxylate

Refernces

• 1、 Falorni, Massimo,Satta, Michele,Conti, Sandra,Giacomelli, Giampaolo. "Chiral Ligands Containing Heteroatoms. 11. Optically Active 2-Hydroxymethyl Piperazines as Catalyst in the Enantioselective Addition of Diethylzinc to Benzaldehyde". . p. 2389 - 2398. Retrieved 2007/10/02.