1-Amino-2-propanol → HCID 86668962, compound

HRID 877367Notes

Reaction equation

HRID 877367 reaction equation
C1N=CN(C(N2C=NC=C2)=O)C=1.[C:13]([NH:20][C@@H:21]([C:23]([OH:25])=O)[CH3:22])([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14].[NH2:26][CH2:27][CH:28]([OH:30])[CH3:29]>C(Cl)Cl>[C:16]([O:15][C:13]([NH:20][C@@H:21]([C:23]([NH:26][CH2:27][CH:28]([OH:30])[CH3:29])=[O:25])[CH3:22])=[O:14])([CH3:17])([CH3:18])[CH3:19]

Participants

5

Reactant 3

HCID 41-Amino-2-propanolHCID 682631,1'-CarbonyldiimidazoleHCID 637606BOC-D-alanine

Product 1

HCID 86668962HCID 86668962, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of CDI (19 g, 0.12 mol), Boc-D-alanine (20 g, 0.11 mol) and DCM (300 ml), was stirred at r.t. for 1 h, before 1-amino-2-propanol (14 ml, 0.18 mol) was added. The reaction mixture was stirred at r.t. overnight. After concentration, the residue was purified by column, and 13 g (46.3%) of N2-(tert-butoxycarbonyl)-N-(2-hydroxypropyl)-D-alaninamide as solid was obtained. ES-MS [M+1]+: 247.01.

Workup

  1. additionwas added
  2. concentrationAfter concentration
  3. customthe residue was purified by column

Sources & evidence

ORD record
ord-6ab80695bf53424e83a0118268057dc8
Source dataset
uspto-grants-2015_03
Patent number
US08987310B2

Reaction notes

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