(alphaS)-4-Bromo-alpha-methylbenzenemethanamine → HCID 67995808, compound

HRID 1615128Notes

Reaction equation

HRID 1615128 reaction equation
[OH:1][C:2]1([CH2:13][CH:14]=O)[CH:9]2[CH2:10][CH:5]3[CH2:6][C:7]([OH:12])([CH2:11][CH:3]1[CH2:4]3)[CH2:8]2.[Br:16][C:17]1[CH:22]=[CH:21][C:20]([C@@H:23]([NH2:25])[CH3:24])=[CH:19][CH:18]=1>>[Br:16][C:17]1[CH:22]=[CH:21][C:20]([C@@H:23]([NH:25][CH2:14][CH2:13][C:2]2([OH:1])[CH:9]3[CH2:8][C:7]4([OH:12])[CH2:6][CH:5]([CH2:4][CH:3]2[CH2:11]4)[CH2:10]3)[CH3:24])=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 852999(alphaS)-4-Bromo-alpha-methylbenzenemethanamineHCID 86668370HCID 86668370, compound

Product 1

HCID 67995808HCID 67995808, compound

Procedure

The title compound is prepared from (2,5-dihydroxy-adamantan-2-yl)-acetaldehyde and (S)-1-(4-bromo-phenyl)-ethylamine following a procedure analogous to that described in Step 3 of Intermediate 2; the title compound is obtained as a mixture of 2 diastereomers. Yield: 20% of theory; Mass spectrum (ESI+): m/z=394/396 (Br) [M+H]+.

Sources & evidence

ORD record
ord-fdbb2f8c020a42cfa59011bd58ca0d01
Source dataset
uspto-grants-2014_07
Patent number
US08765744B2

Reaction notes

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