Diethyl Ether → HCID 135456161, compound

HRID 510330Notes

Reaction equation

HRID 510330 reaction equation
[NH2:1][C:2]1[S:6][N:5]=[C:4](/[C:7](=[N:46]/[O:47]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)/[C:8]([NH:10][C@@H:11]2[C:18](=[O:19])[N:17]3[C@@H:12]2[S:13][CH2:14][C:15](/[CH:23]=[C:24]2/[C:25](=[O:45])[N:26]([C@@H:29]4[CH2:33][CH2:32][N:31]([C:34]([O:36][CH2:37][C:38]5[O:39][C:40](=[O:44])[O:41][C:42]=5[CH3:43])=[O:35])[CH2:30]4)[CH2:27][CH2:28]/2)=[C:16]3[C:20]([OH:22])=[O:21])=[O:9])[N:3]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O.C(OCC)C>ClCCl>[CH3:43][C:42]1[O:41][C:40](=[O:44])[O:39][C:38]=1[CH2:37][O:36][C:34]([N:31]1[CH2:30][C@H:29]([N:26]2[C:25](=[O:45])/[C:24](=[CH:23]/[C:15]3[CH2:14][S:13][C@@H:12]4[C@H:11]([NH:10][C:8](/[C:7](/[C:4]5[N:3]=[C:2]([NH2:1])[S:6][N:5]=5)=[N:46]/[OH:47])=[O:9])[C:18](=[O:19])[N:17]4[C:16]=3[C:20]([OH:22])=[O:21])/[CH2:28][CH2:27]2)[CH2:33][CH2:32]1)=[O:35]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 87421969HCID 87421969, compound

Product 1

HCID 135456161HCID 135456161, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

90 mg of (6R,7R)-7-[(Z)-2-(5-amino-[1,2,4]-thiadiazol-3-yl)-2-triphenylmethyloxyiminoacetyl-amino]-8-oxo-3-[(E)-(R)-2-oxo-1′-(5-methyl-2-oxo-1,3-dioxol-4-ylmethoxycarbonyl)-[1,3′]bi-pyrrolidinyl-3-ylidenemethyl]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid were dissolved in 10 ml of dichloromethane, 0.5 ml of triethylsilane and 2 ml of trifluoroacetic acid and stirred at room temperature. After 30 minutes the mixture is added dropwise to 150 ml of diethyl ether. The precipitate is filtered, washed with diethyl ether and dried in vacuo.

Workup

  1. filtrationThe precipitate is filtered
  2. washwashed with diethyl ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-9f41f5564be54944a0364d44deff3585
Source dataset
uspto-grants-2015_08
Patent number
US09096610B2

Reaction notes

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