HCID 57077130, compound → HCID 57302479, compound

HRID 2393708Notes

Reaction equation

HRID 2393708 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C@@H:8]([N:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][C:19]=3[O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:14][CH2:13]2)[CH2:9][CH2:10][OH:11])[CH:5]=[CH:6][CH:7]=1>C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([C@@H:8]([N:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][C:19]=3[O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:14]=[CH:13]2)[CH2:9][CH2:10][OH:11])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 57077130HCID 57077130, compound

Product 1

HCID 57302479HCID 57302479, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared from (3S)-(+)-3-(3-bromophenyl)-3-(7-benzyloxyindolin-1-yl) propan-1-ol (13b) by a sequence analogous to that described immediately above. Column chromatography (ethyl acetate--light petroleum (b.p. 40°-60° C.), 1:4) provided the title compound (74%) as a yellow/brown oil; [α]D22 +188 (c=0.007 gml-1, CHCl3).

Sources & evidence

ORD record
ord-21605db848aa45d1abb84cc20a338124
Source dataset
uspto-grants-1998_09
Patent number
US05807866

Reaction notes

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