Triethylamine → HCID 131718743, compound

HRID 1708262Notes

Reaction equation

HRID 1708262 reaction equation
C([N:3]([CH2:6][CH3:7])CC)C.[C:8]([NH:15][C@H:16]([C:21]([OH:23])=O)[CH2:17][CH2:18][S:19][CH3:20])([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].ClC(OCC)=O.CC1[CH2:36][CH:35](N)[CH:34]([CH:38]([CH3:40])[CH3:39])[CH2:33][CH2:32]1>C1COCC1>[C:6]1([NH:3][C:21](=[O:23])[C@H:16]([CH2:17][CH2:18][S:19][CH3:20])[NH:15][C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9])([CH3:7])[CH2:36][CH2:35][CH:34]([CH:38]([CH3:40])[CH3:39])[CH2:33][CH2:32]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 89497Cyclohexanamine, 5-methyl-2-(1-methylethyl)-HCID 89857Boc-L-methionine

Product 1

HCID 131718743HCID 131718743, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-12 °C

Procedure

0.45 mol of triethylamine is added to 0.45 mol of N-BOC-L-methionine in 1 l of THF at 0° C. The mixture is cooled to -12° C., and 0.45 mol of ethyl chloroformate is added dropwise. Stirring at -12° C. is continued for 20 minutes, and 0.45 mol of L-menthylamine is added dropwise. Stirring at 0° C. is continued for 45 minutes, and the mixture is then allowed to warm to room temperature.

Workup

  1. stirringStirring at 0° C.
  2. waitis continued for 45 minutes
  3. temperatureto warm to room temperature

Sources & evidence

ORD record
ord-af17f779df50479f95cd5bae5b6cc5bc
Source dataset
uspto-grants-1994_10
Patent number
US05357001

Reaction notes

Loading…