Hydrochloric Acid → (R)-N-Benzyl-2-acetamido-3-hydroxypropionamide

HRID 534680Notes

Reaction equation

HRID 534680 reaction equation
[CH2:1]([NH:8][C:9](=[O:21])[C@@H:10]([CH2:15][O:16]C(C)(C)C)[NH:11][C:12](=[O:14])[CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>ClCCl>[CH2:1]([NH:8][C:9](=[O:21])[C@@H:10]([CH2:15][OH:16])[NH:11][C:12](=[O:14])[CH3:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 44579179HCID 44579179, compound

Product 1

HCID 10889901(R)-N-Benzyl-2-acetamido-3-hydroxypropionamideYield 52%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-benzyl-O-tert-butyl-N2-acetyl-D-serinamide (0.5 g) and dichloromethane (10 mL), aq. HCl 35% (5 mL) was added. The solution was stirred for 2 hours at room temperature for completion of reaction and after workup and crystallization gave solid 0.21 g N-benzyl-N2-acetyl-D-serinamide.

Workup

  1. customafter workup and crystallization

Sources & evidence

ORD record
ord-cf2717e26499467c82522df727372b1b
Source dataset
uspto-grants-2014_10
Patent number
US08853439B2

Reaction notes

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