Isopropyl chloroformate → HCID 57550076, compound

HRID 1895721Notes

Reaction equation

HRID 1895721 reaction equation
[CH3:1][C:2]1[C:3]([O:19][CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[CH:4][C:5](=[O:18])[N:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][CH:9]=2)[CH:7]=1.C(N(CC)CC)C.[C:33](Cl)(=[O:38])[O:34][CH:35]([CH3:37])[CH3:36]>ClCCl>[CH3:1][C:2]1[C:3]([O:19][CH:20]2[CH2:25][CH2:24][N:23]([C:33]([O:34][CH:35]([CH3:37])[CH3:36])=[O:38])[CH2:22][CH2:21]2)=[CH:4][C:5](=[O:18])[N:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:15])=[O:16])=[CH:10][CH:9]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 7917Isopropyl chloroformateHCID 8471TriethylamineHCID 67366971HCID 67366971, compound

Product 1

HCID 57550076HCID 57550076, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound obtained in Example 160, Step A (25 mg, 0.069 mmol) was dissolved in dichloromethane (0.5 mL) to which was then added triethylamine (0.029 mL, 0.207 mmol) and isopropyl carbonochloridate (10.1 mg, 0.083 mmol). After 45 minutes the solvent was removed in vacuo and the residue purified by passing through a UCT (United Chemical Technologies) 2.5 g C-18 cartridge (#CEC181(2500)6) and eluting as follows:

Workup

  1. customAfter 45 minutes the solvent was removed in vacuo
  2. customthe residue purified
  3. washeluting

Sources & evidence

ORD record
ord-55d78937de284231bc08a19beef8234d
Source dataset
uspto-grants-2013_08
Patent number
US08513424B2

Reaction notes

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