Dichloromethane → HCID 68137584, compound

HRID 1605189Notes

Reaction equation

HRID 1605189 reaction equation
[CH3:1][C:2]1([O:8][C:9]([NH:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.Cl.[CH3:24][O:25][C:26](=[O:30])[C@H:27]([CH3:29])[NH2:28].C(Cl)Cl>C(N(CC)CC)C>[CH3:1][C:2]1([O:8][C:9]([NH:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[O:10])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1.[CH3:24][O:25][C:26](=[O:30])[C@H:27]([CH3:29])[NH2:28]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 2733257Alanine methyl ester hydrochlorideHCID 54520100HCID 54520100, compound

Product 1

HCID 68137584HCID 68137584, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A solution of 0.67 mM of the hydroxysuccinimide ester of N-(1-methylcyclohexyloxycarbonyl) phenylalanine and 0.70 mM of alanine methyl ester hydrochloride in 10 ml. of methylene chloride is treated with triethylamine until the pH is adjusted to 7.6-8.0. Reaction is stirred six hours and the reaction mixture is washed according to the following procedure: one time with dilute sodium bicarbonate solution; once with 50% saturated sodium chloride solution; once with 0.2 N sulfuric acid saturated with sodium sulfate; and two times with 50% saturated sodium chloride solution. The resulting material is dried over sodium sulfate and the washing procedure repeated. The solvent is removed in vacuo to afford N-(1-methylcyclohexyloxycarbonyl) phenylalanine-alanine methyl ester.

Workup

  1. customReaction
  2. washthe reaction mixture is washed
  3. dry with materialThe resulting material is dried over sodium sulfate
  4. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-cdb3420a54b247efaf2fc0f4e2d209a3
Source dataset
uspto-grants-1976_04
Patent number
US03948971

Reaction notes

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