(R)-4-Benzyl-5-oxo-3-morpholinecarboxylic Acid

Base Information

• Chemical Name: (R)-4-Benzyl-5-oxo-3-morpholinecarboxylic Acid
• CAS No.: 106973-36-8
• Molecular Formula: C12H13NO4
• Molecular Weight: 235.24
• Hs Code.: 2934999090
• Mol file: 106973-36-8.mol

Synonyms:(3R)-4-benzyl-5-oxomorpholine-3-carboxylic acid;(R)-4-Benzyl-5-oxomorpholine-3-carboxylic acid;

Chemical Property of (R)-4-Benzyl-5-oxo-3-morpholinecarboxylic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 177-178 °C(Solv: isopropanol (67-63-0))
• Boiling Point: 506.835oC at 760 mmHg
• PKA: 3.22±0.20(Predicted)
• Flash Point: 260.325oC
• PSA: 66.84000
• Density: 1.34g/cm3
• LogP: 0.43650
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

(R)-4-Benzyl-5-oxo-3-morpholinecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-4-Benzyl-5-oxo-3-morpholinecarboxylic Acid is a Morpholine (M723725) based compound that can be synthesized from Serine enantiomers and reduction of 5-oxomorpholine-3-carboxylates as key step.

Technology Process of (R)-4-Benzyl-5-oxo-3-morpholinecarboxylic Acid

There total 6 articles about (R)-4-Benzyl-5-oxo-3-morpholinecarboxylic Acid 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: 91.2%

N-(phenylmethyl)-D-serine (106910-77-4) + chloroacetyl chloride (79-04-9) → (3R)-5-oxo-4-(phenylmethyl)-3-morpholinecarboxylic acid (106973-36-8)

Guidance literature:

N-(phenylmethyl)-D-serine; chloroacetyl chloride; With potassium carbonate; In tetrahydrofuran; water; at 0 - 4 ℃; for 2h; Industry scale;

With sodium hydroxide; In tetrahydrofuran; water; at 3 - 10 ℃; for 4.83333h; pH=13 - 13.5; Industry scale;

With hydrogenchloride; In water; at 3 - 6 ℃; pH=< 2; Industry scale;

Reference yield: 59.0%

(R)-2-(N-benzyl-2-chloroacetamido)-3-hydroxypropanoic acid (1007169-00-7) → (3R)-5-oxo-4-(phenylmethyl)-3-morpholinecarboxylic acid (106973-36-8)

Guidance literature:

(R)-2-(N-benzyl-2-chloroacetamido)-3-hydroxypropanoic acid; With potassium tert-butylate; In tert-butyl alcohol; at 110 ℃; for 3h;

With hydrogenchloride; In water; pH=1;

Reference yield: 43.0%

chloroacetyl chloride (79-04-9) + N-benzyl-D-serine (515156-88-4) → (3R)-5-oxo-4-(phenylmethyl)-3-morpholinecarboxylic acid (106973-36-8)

Guidance literature:

chloroacetyl chloride; N-benzyl-D-serine; With sodium hydroxide; In water; at 0 - 45 ℃; for 4.5h;

With hydrogenchloride; In water; at 10 ℃; pH=1;

upstream raw materials:

N-(phenylmethyl)-D-serine

chloroacetyl chloride

benzaldehyde

(R)-2-(N-benzyl-2-chloroacetamido)-3-hydroxypropanoic acid

Downstream raw materials:

ethyl (R)-4-benzylmorpholine-3-carboxylate

(S)-3-(hydroxymethyl)morpholine

GSK1322322

[(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-6-[(9aS)-hexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]-2-methyl-4-pyrimidinyl}hydrazino)-3-oxopropyl][(phenylmethyl)oxy]formamide

Refernces

• 1、 -. "PEPTIDE DEFORMYLASE INHIBITORS". Page/Page column 74-75. . Retrieved 2013/06/27.
• 2、 -. "Fused Thiazole Derivatives As Kinase Inhibitors". Page/Page column 11. . Retrieved 2011/01/12.