methyl 2-amino-3-(1H-indol-3-yl)propanoate hydrochloride → 2,3,4,9-Tetrahydro-1H-beta-carboline-3-carboxylic acid methyl ester

HRID 1249096

Reaction equation

HRID 1249096 reaction equation
Cl.[CH2:2]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH2:5][C@@H:4]([C:15]([O:17][CH3:18])=[O:16])[NH:3]1.Cl.COC(=O)C(CC1C2C(=CC=CC=2)NC=1)N>>[CH2:2]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH2:5][CH:4]([C:15]([O:17][CH3:18])=[O:16])[NH:3]1

Participants

3

Reactant 2

HCID 2827264methyl 2-amino-3-(1H-indol-3-yl)propanoate hydrochlorideHCID 12655248Methyl (3S)-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylate--hydrogen chloride (1/1)

Product 1

HCID 1777282,3,4,9-Tetrahydro-1H-beta-carboline-3-carboxylic acid methyl esterYield 75%

Procedure

In the same manner as described above (1) using DL-tryptophan methyl ester hydrochloride, there is obtained the title compound (75%) as colorless needles, m.p. 185°-187° C.

Sources & evidence

ORD record
ord-9541774035464f188ebbb9faf5c467ae
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Linked notes

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