Diethyl Ether → HCID 14349740, compound

HRID 2292055Notes

Reaction equation

HRID 2292055 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH2:13][S:12][C@H:11]2[N:8]([C:9](=[O:30])[C@H:10]2[NH:14][C:15]2[S:16][CH:17]=[C:18]([C:20]([NH:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])[N:19]=2)[C:7]=1[C:31]([O:33]C(C1C=CC=CC=1)C1C=CC=CC=1)=[O:32])(=[O:3])[CH3:2].FC(F)(F)C(O)=O.C1(OC)C=CC=CC=1.CCOCC>ClCCl>[C:1]([O:4][CH2:5][C:6]1[CH2:13][S:12][C@H:11]2[N:8]([C:9](=[O:30])[C@H:10]2[NH:14][C:15]2[S:16][CH:17]=[C:18]([C:20]([NH:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])[N:19]=2)[C:7]=1[C:31]([OH:33])=[O:32])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 14349738HCID 14349738, compound

Product 1

HCID 14349740HCID 14349740, compoundYield 80.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 175 mg of (6R-trans)-3-[(acetyloxy)methyl]-8-oxo-7-[[4-[[(phenylmethyl)amino]carbonyl]-2-thiazolyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester, trifluoroacetic acid and anisole in dichloromethane was stirred for 45 minutes. The addition of dichloromethane, ether and petroleum ether caused precipitation. The solid was collected and washed with ether and petroleum ether, giving 105 mg of the desired product.

Workup

  1. customprecipitation
  2. customThe solid was collected
  3. washwashed with ether and petroleum ether

Sources & evidence

ORD record
ord-2fe1fa6771ed4a0690e8f1c05bc7e37f
Source dataset
uspto-grants-1989_01
Patent number
US04800199

Reaction notes

Loading…