Dicyclohexylcarbodiimide → HCID 178477367, compound

HRID 1658489Notes

Reaction equation

HRID 1658489 reaction equation
[F:1][C:2]([S:5][CH2:6][C:7]([NH:9][CH:10]1[C:28](=[O:29])[N:12]2[C:13]([C:25]([OH:27])=[O:26])=[C:14]([CH:17]([S:19][C:20]3[NH:24][N:23]=[N:22][N:21]=3)[CH3:18])[CH2:15][S:16][C@H:11]12)=[O:8])([F:4])[F:3].[CH2:30]1[C:38]2[C:33](=[CH:34][C:35](O)=[CH:36][CH:37]=2)[CH2:32][CH2:31]1.C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[F:1][C:2]([S:5][CH2:6][C:7]([NH:9][CH:10]1[C:28](=[O:29])[N:12]2[C:13]([C:25]([O:27][C:35]3[CH:34]=[C:33]4[C:38](=[CH:37][CH:36]=3)[CH2:30][CH2:31][CH2:32]4)=[O:26])=[C:14]([CH:17]([S:19][C:20]3[NH:21][N:22]=[N:23][N:24]=3)[CH3:18])[CH2:15][S:16][C@H:11]12)=[O:8])([F:4])[F:3]

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 151185-IndanolHCID 178477394HCID 178477394, compound

Product 1

HCID 178477367HCID 178477367, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 7-trifluoromethylmercaptoacetamido-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid (4.70 g, 0.01 mol) and 5-indanol (1.34 g, 0.01 mol) in tetrahydrofuran is added dicyclohexylcarbodiimide (2.06 g, 0.01 mol) and the reaction is stirred for 4 hours at room temperature. The solid urea is collected and washed with tetrahydrofuran and the filtrate is evaporated to give 5-indanyl 7-trifluoromethylmercaptoacetamido-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylate.

Workup

  1. customThe solid urea is collected
  2. washwashed with tetrahydrofuran
  3. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-7d492096765b48aaad1079e622a96261
Source dataset
uspto-grants-1976_06
Patent number
US03965099

Reaction notes

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