1,4-Dibromobutane → HCID 11358055, compound

HRID 2057117Notes

Reaction equation

HRID 2057117 reaction equation
N[C@@H](C(C)C)[C@@H](C1C=CC=CC=1)O.[NH2:14][C@@H:15]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C@@H:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[OH:17].BrCCCCBr.[O:36]([CH2:40][CH2:41]Br)[CH2:37][CH2:38]Br>CCOC(C)=O.CCCCCC>[C:18]1([C@@H:16]([OH:17])[C@H:15]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:14]2[CH2:41][CH2:40][O:36][CH2:37][CH2:38]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

7

Reactant 4

HCID 80561,4-DibromobutaneHCID 21521Bis(2-bromoethyl) etherHCID 719819(1R,2S)-2-Amino-1,2-diphenylethanolHCID 10856884HCID 10856884, compound

Product 1

HCID 11358055HCID 11358055, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Repeat Step (a) of EXAMPLE 6, but replace (1R,2S)-2-amino-1-phenyl-3-methyl-butanol with (1R,2S)-2-amino-1,2-diphenylethanol, and replace 1,4-dibromobutane with (BrC2H4)2O. Column chromatography (Silica gel 50 g, eluent is n-Hexane:EtOAc=4:1) is used to purify the coarse product and a white solid (1.34 g) is obtained. The yield is 95% and the other analysis includes:

Workup

  1. customto purify the coarse product

Sources & evidence

ORD record
ord-c278435de7424280a776d7bd13d259b8
Source dataset
uspto-grants-2008_02
Patent number
US07335781B2

Reaction notes

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