N-benzyloxycarbonyl-3(R,S)-(1-methoxyethen-2-yl)-1,2,3,4-tetrahydroquinoline → 3(R,S)-methoxyethyl-1,2,3,4-tetrahydroquinoline

HRID 863319Notes

Reaction equation

HRID 863319 reaction equation
C(OC([N:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH:13]([CH:21]=[CH:22][O:23][CH3:24])[CH2:12]1)=O)C1C=CC=CC=1.C(NC(=O)[C@H](C)C[C@H](O)[C@@H](NC(OC(C)(C)C)=O)CC(C)(C)CC(N1C2C(=CC=CC=2)CC(COCC=C)C1)=O)CCC>>[CH3:24][O:23][CH2:22][CH2:21][CH:13]1[CH2:14][C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[NH:11][CH2:12]1

Participants

3

Reactant 2

HCID 57219624N-benzyloxycarbonyl-3(R,S)-(1-methoxyethen-2-yl)-1,2,3,4-tetrahydroquinolineHCID 1317205295(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(R),7,7-trimethyl-8-[3(R,S)-allyloxymethyl-1,2,3,4-tetrahydroquinolin-1-ylcarbonyl]-octanoic acid (N-butyl)amide

Product 1

HCID 196978553(R,S)-methoxyethyl-1,2,3,4-tetrahydroquinoline

Procedure

The title compound is prepared in a manner analogous to that described in Example 1r) starting from 2.3 g of N-benzyloxycarbonyl-3(R,S)-(1-methoxyethen-2-yl)-1,2,3,4-tetrahydroquinoline: Rf (A)=0.40; FAB-MS: (M+H)+ =192.

Sources & evidence

ORD record
ord-84caebe73222428a8ddde0e921350704
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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