Triethyl orthoacetate → HCID 58123664, compound

HRID 536677Notes

Reaction equation

HRID 536677 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][C@:13]2([CH3:18])[C@H:16]([CH3:17])[C@H:9]1[CH2:10][C:11]1[CH:22]=[CH:21][C:20]([C:23]([NH:25][NH2:26])=[O:24])=[CH:19][C:12]=12)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:27]([CH3:37])(OCC)(OCC)OCC>>[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][C@:13]2([CH3:18])[C@H:16]([CH3:17])[C@H:9]1[CH2:10][C:11]1[CH:22]=[CH:21][C:20]([C:23]3[O:24][C:27]([CH3:37])=[N:26][N:25]=3)=[CH:19][C:12]=12)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 58124006HCID 58124006, compound

Product 1

HCID 58123664HCID 58123664, compound

Procedure

(2R,6R,11S)-8-Hydrazinocarbonyl-6,11-dimethyl-1,2,5,6-tetrahydro-4H-2,6-methano-benzo[d]azocine-3-carboxylic acid tert-butyl ester (0.50 g) in (EtO)3CMe (2 mL) is heated in a microwave oven at 120° C. for 30 min. After cooling to room temperature, the mixture is concentrated under reduced pressure and the residue is purified by HPLC on reversed phase (MeCN/H2O/NH4OH) to give the title compound.

Workup

  1. concentrationthe mixture is concentrated under reduced pressure
  2. customthe residue is purified by HPLC on reversed phase (MeCN/H2O/NH4OH)

Sources & evidence

ORD record
ord-b2e5a48949f04b99bce3d5b903e54b84
Source dataset
uspto-grants-2014_10
Patent number
US08859580B2

Reaction notes

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