tert-Butyl acrylate → HCID 57032882, compound

HRID 2299675Notes

Reaction equation

HRID 2299675 reaction equation
[NH2:1][CH2:2][C:3]1[CH:32]=[CH:31][C:6]2[CH2:7][CH2:8][CH2:9][CH:10]([N:12]([CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:13][C@H:14]([OH:23])[CH2:15][O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:11][C:5]=2[CH:4]=1.[C:33]([O:37][C:38](=[O:41])[CH:39]=[CH2:40])([CH3:36])([CH3:35])[CH3:34]>CO>[C:33]([O:37][C:38](=[O:41])[CH2:39][CH2:40][NH:1][CH2:2][C:3]1[CH:32]=[CH:31][C:6]2[CH2:7][CH2:8][CH2:9][CH:10]([N:12]([CH2:13][C@H:14]([OH:23])[CH2:15][O:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:24][C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH2:11][C:5]=2[CH:4]=1)([CH3:36])([CH3:35])[CH3:34]

Participants

4

Reactant 2

HCID 15458tert-Butyl acrylateHCID 57284591HCID 57284591, compound

Product 1

HCID 57032882HCID 57032882, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (2S)-1-[N-(3-aminomethyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)benzylamino]-3-phenoxy-2-propanol (100 mg) in methanol (2 ml) was added tert-butylacrylate (0.033 ml) at room temperature, and the mixture was stirred at the same temperature for 18 hours. The resulting mixture was evaporated in vacuo. The residue was chromatographed (hexane-ethyl acetate) over silica gel to afford 3-(8-[N-benzyl-(2S)-(2-hydroxy-3-phenoxypropyl)amino]-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylmethylamino]-propionic acid tert-butyl ester (100 mg).

Workup

  1. customThe resulting mixture was evaporated in vacuo
  2. customThe residue was chromatographed (hexane-ethyl acetate) over silica gel

Sources & evidence

ORD record
ord-8bc12881ed334ff394dae985f39fff4e
Source dataset
uspto-grants-2002_12
Patent number
US06495546B1

Reaction notes

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