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50890-96-5

  • Product Name(R)-2-(methoxycarbonylamino)-2-phenylacetic acid
  • Molecular FormulaC10H11NO4
  • Molecular Weight209.202
  • Purity99%
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  • CasNo: 50890-96-5
  • Molecular Formula: C10H11NO4
  • Purity: 99%

Offer High Quality (R)-2-(methoxycarbonylamino)-2-phenylacetic acid 50890-96-5

  • Molecular Formula:C10H11NO4
  • Molecular Weight:209.202
  • Melting Point:120 °C 
  • Boiling Point:391.3±35.0 °C(Predicted) 
  • PKA:3.96±0.10(Predicted) 
  • PSA:75.63000 
  • Density:1.283±0.06 g/cm3(Predicted) 
  • LogP:1.55920 

(R)-2-(methoxycarbonylamino)-2-phenylacetic acid (Cas 50890-96-5) Usage

European Community (EC) Number 694-843-7

Uses

(R)-2-(methoxycarbonylamino)-2-phenylacetic acid is used as a chiral building block in organic synthesis and in the preparation of various pharmaceuticals.

IUPAC Name: (2R)-2-(methoxycarbonylamino)-2-phenylacetic acid  
Isomeric SMILES: COC(=O)N[C@H](C1=CC=CC=C1)C(=O)O  
InChIKey: GOJLQSAREKTKPT-MRVPVSSYSA-N  
InChI: InChI=1S/C10H11NO4/c1-15-10(14)11-8(9(12)13)7-5-3-2-4-6-7/h2-6,8H,1H3,(H,11,14)(H,12,13)/t8-/m1/s1  

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Synthesis of (R)-2-(methoxycarbonylamino)-2-phenylacetic acid via asymmetric reduction of the corresponding α-ketoamide with borane-dimethyl sulfide.

C. M. Cloran, P. E. Fanwick, and R. P. Volante

, Tetrahedron: Asymmetry, vol. 9, no. 7, 1998, pp. 1179-1184

This article describes the synthesis of (R)-2-(methoxycarbonylamino)-2-phenylacetic acid using an asymmetric reduction method with borane-dimethyl sulfide. The compound is an important chiral building block in organic synthesis and pharmaceutical development.

50890-96-5 Process route

(R)-phenylglycine
875-74-1

(R)-phenylglycine

methyl chloroformate
79-22-1

methyl chloroformate

(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetic acid
50890-96-5

(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetic acid

Conditions
Conditions Yield
With sodium hydroxide; In water; at 0 ℃; for 1.5h;
92%
With sodium hydroxide; In water; at 0 ℃; for 1.33333h;
91%
(R)-phenylglycine; methyl chloroformate; With sodium hydroxide; In water; at 0 ℃; for 1h;
With hydrogenchloride; In water;
91%
With sodium hydroxide; In water; at 0 ℃; for 1h;
91%
With sodium hydroxide; In water; at 0 ℃; for 1h;
91%
(R)-phenylglycine; methyl chloroformate; With sodium hydroxide; In water; at 0 - 20 ℃; for 1.33h;
With hydrogenchloride; In water;
91%
With sodium hydroxide; In water; at 0 ℃; for 1.33333h;
91%
With sodium hydroxide; In water; at 0 ℃; for 1.33333h;
91%
With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃;
80%
(R)-phenylglycine; With sodium hydroxide; In water; at 0 ℃; for 0.0833333h;
methyl chloroformate; In 1,4-dioxane; water; at 25 - 30 ℃; for 24h;
71%
With sodium carbonate; sodium hydroxide; In water; at 20 ℃; for 3.25h; Cooling with ice;
67%
With sodium carbonate; sodium hydroxide; In water; at 20 ℃; for 3.25h; Cooling with ice;
67%
With sodium carbonate; sodium hydroxide; In water; at 20 ℃; for 3.25h; Cooling with ice;
67%
With sodium carbonate; sodium hydroxide; In water; at 20 ℃; for 3.25h; Cooling with ice;
67%
With sodium carbonate; sodium hydroxide; In water; at 20 ℃; for 3.25h; Cooling with ice;
67%
With sodium carbonate; sodium hydroxide; In water; at 20 ℃; for 3.25h; Cooling with ice;
63%
With sodium hydroxide; In water; toluene; at 20 ℃; for 12h; Cooling with ice;
62%
(R)-phenylglycine; methyl chloroformate; With sodium hydroxide; In water; at 0 ℃; for 1.33333h;
With hydrogenchloride; In water;
 
(R)-phenylglycine; methyl chloroformate; With sodium hydroxide; In water; at 0 ℃;
With hydrogenchloride; In water;
 
(R)-phenylglycine; With lithium hydroxide; In water; at 0 ℃;
methyl chloroformate; In water; at 0 ℃; for 2h;
 
(R)-phenylglycine; methyl chloroformate; With sodium hydroxide; In water; at 0 ℃; for 1.33333h;
With hydrogenchloride; In diethyl ether; water; at 0 ℃;
 
(R)-phenylglycine; methyl chloroformate; With sodium hydroxide; In water; at 0 ℃; for 1.33333h;
With hydrogenchloride; In water;
 
(R)-phenylglycine; methyl chloroformate; With sodium hydroxide; In water; at 0 ℃; for 1.33333h;
With hydrogenchloride; In diethyl ether; water; at 0 ℃;
 
With LiOH; In water;
 
With sodium hydroxide; In water; at 0 ℃; for 1.33333h;
 
With sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃;
 
With sodium hydroxide; In 1,4-dioxane; at 0 - 20 ℃;
 
(R)-tert-butyl 2-(methoxycarbonylamino)-2-phenylacetate
1007877-76-0

(R)-tert-butyl 2-(methoxycarbonylamino)-2-phenylacetate

(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetic acid
50890-96-5

(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetic acid

Conditions
Conditions Yield
With trifluoroacetic acid; In dichloromethane; for 22.1h; Cooling with ice/water;
 
With trifluoroacetic acid; In dichloromethane; for 22h;
 
With trifluoroacetic acid; In dichloromethane; Cooling with ice;
 
With trifluoroacetic acid; In dichloromethane; Cooling with ice;
 
With trifluoroacetic acid; In dichloromethane; for 22h; Cooling with ice;
 
With trifluoroacetic acid; In dichloromethane; for 20h; Cooling with ice;
 
With trifluoroacetic acid; In dichloromethane; for 22.14h; Cooling with ice/water;
 
With trifluoroacetic acid; In dichloromethane; for 22h; Cooling with ice;
 
With trifluoroacetic acid; In dichloromethane; for 22h; Cooling with ice;
 
With trifluoroacetic acid; In dichloromethane; for 22.11h; Cooling with ice;
 
With trifluoroacetic acid; In dichloromethane; for 22h; Cooling with ice;
5.57 g
With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 22.1167h;
 
With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 22h;
 
With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 22.1167h;
 
With trifluoroacetic acid; In dichloromethane; for 22.1167h; Cooling with ice/water;
 
With trifluoroacetic acid; In dichloromethane; Cooling with ice-water bath;
 
With trifluoroacetic acid; In dichloromethane; Cooling with ice;
 

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