(alphaS)-4-Bromo-alpha-methylbenzenemethanamine → HCID 67995969, compound

HRID 1615122Notes

Reaction equation

HRID 1615122 reaction equation
[OH:1][C:2]1([CH2:12][CH:13]=O)[CH2:11][CH2:10][CH2:9][C:4]2([O:8][CH2:7][CH2:6][O:5]2)[CH2:3]1.[Br:15][C:16]1[CH:21]=[CH:20][C:19]([C@@H:22]([NH2:24])[CH3:23])=[CH:18][CH:17]=1>>[Br:15][C:16]1[CH:21]=[CH:20][C:19]([C@@H:22]([NH:24][CH2:13][CH2:12][C:2]2([OH:1])[CH2:11][CH2:10][CH2:9][C:4]3([O:5][CH2:6][CH2:7][O:8]3)[CH2:3]2)[CH3:23])=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 852999(alphaS)-4-Bromo-alpha-methylbenzenemethanamineHCID 11694101HCID 11694101, compound

Product 1

HCID 67995969HCID 67995969, compoundYield 68%

Procedure

The title compound is prepared from (7-hydroxy-1,4-dioxa-spiro[4.5]dec-7-yl)-acetaldehyde and (S)-1-(4-bromo-phenyl)-ethylamine following a procedure analogous to that described in Step 3 of Intermediate 2. Yield: 68% of theory; LC (method 1): tR=3.83 min; Mass spectrum (ESI+): m/z=384/386 (Br) [M+H]+.

Sources & evidence

ORD record
ord-cb65c8f8e1fd48b9ad3778a00b6ab55c
Source dataset
uspto-grants-2014_07
Patent number
US08765744B2

Reaction notes

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