Hydrochloric Acid → HCID 70512675, compound

HRID 1262892Notes

Reaction equation

HRID 1262892 reaction equation
N#N.C(OC([NH:10][C@@H:11]([C:14]([NH:16][CH2:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:15])[CH2:12][OH:13])=O)(C)(C)C.[ClH:26]>C(O)(=O)C>[ClH:26].[C:20]1([CH2:19][CH2:18][CH2:17][NH:16][C:14](=[O:15])[C@@H:11]([CH2:12][OH:13])[NH2:10])[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86739493HCID 86739493, compound

Product 1

HCID 70512675HCID 70512675, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of N2 -(tert-butyloxycarbonyl)-N-(3-phenylpropyl)-D-serinamide (3.93 g.) in acetic acid saturated with hydrogen chloride (50 ml.) was stirred at room temperature for one half hour, then stripped of volatiles. The residue was purified by column chromatography on silica gel (100-200 mesh, 200 g.) using ethyl acetate-pyridine-acetic acid-water (200:54:16:30) as the eluant, affording N-(3-phenylpropyl)-D-serinamide hydrochloride (1.14 g., m.r. 97°-102° C.).

Workup

  1. customThe residue was purified by column chromatography on silica gel (100-200 mesh, 200 g.)

Sources & evidence

ORD record
ord-bba9e6c495444c44b77a1caa1e15a3a7
Source dataset
uspto-grants-1984_06
Patent number
US04454120

Reaction notes

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