(2S)-2-Amino-1,1-diphenylpropan-1-ol → HCID 86706787, compound

HRID 1848794Notes

Reaction equation

HRID 1848794 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][C:5]2[CH:6]([CH2:9][C:10]([OH:12])=[O:11])[CH2:7][O:8][C:4]=2[CH:3]=1.[NH2:15][C@@H:16]([CH3:31])[C:17]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[OH:18]>CO.C(O)(C)C>[NH2:15][C@@H:16]([CH3:31])[C:17]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[OH:18].[OH:1][C:2]1[CH:14]=[CH:13][C:5]2[C@H:6]([CH2:9][C:10]([OH:12])=[O:11])[CH2:7][O:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 681926(2S)-2-Amino-1,1-diphenylpropan-1-olHCID 23111800(6-Hydroxy-2,3-dihydro-1-benzofuran-3-yl)acetic acid

Product 1

HCID 86706787HCID 86706787, compoundYield 34.1%

Reagents, catalysts & solvents 1

HCID 21255859Isopropanol methanolSolvent

Procedure

A racemate (0.05 g) of (6-hydroxy-2,3-dihydro-1-benzofuran-3-yl)acetic acid was charged, a mixed solvent of methanol/isopropyl alcohol (1/4) was added, and the racemate was dissolved. (S)-2-Amino-1,1-diphenylpropan-1-ol (0.059 g, 1 eq) was added thereto, and the mixture was stirred at room temperature for 12 hr. The precipitated crystals were collected by filtration to give the title compound (0.037 g). 87.8% de

Workup

  1. dissolutionthe racemate was dissolved
  2. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-81db4ab490444767abd963a9ea8d7bf7
Source dataset
uspto-grants-2015_02
Patent number
US08952185B2

Reaction notes

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