(3S)-2-Carbobenzoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid → (3R)-3-(4-Morpholinylmethyl)-1,2,3,4-tetrahydroisoquinoline

HRID 518925Notes

Reaction equation

HRID 518925 reaction equation
C(OC([N:11]1[C@H:20]([C:21](O)=O)[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12]1)=O)C1C=CC=CC=1.C(OC([N:34]1[C@@H:43]([C:44]([OH:46])=O)CC2[C:36](=CC=CC=2)[CH2:35]1)=O)C1C=CC=CC=1>>[N:34]1([CH2:21][C@H:20]2[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][NH:11]2)[CH2:35][CH2:36][O:46][CH2:44][CH2:43]1

Participants

3

Reactant 2

HCID 688307(3S)-2-Carbobenzoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic AcidHCID 688308Z-D-Tic-OH

Product 1

HCID 28596893(3R)-3-(4-Morpholinylmethyl)-1,2,3,4-tetrahydroisoquinoline

Procedure

The procedure is in accordance with the process of Preparation 1′, replacing the (3S)-2-[(benzyloxy)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid used in Step A by (3R)-2-[(benzyloxy)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid.

Workup

  1. customThe procedure is in accordance with the process of Preparation 1′,

Sources & evidence

ORD record
ord-e144695b03ad425b8e25384cb460ebf8
Source dataset
uspto-grants-2015_08
Patent number
US09115159B2

Reaction notes

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