Ethyl Acetate → HCID 21356576, compound

HRID 1167477Notes

Reaction equation

HRID 1167477 reaction equation
[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:8]=[CH:9][C:10]([N:14]2[CH2:18][CH2:17][C@@H:16]([O:19][Si:20]([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21])[CH2:15]2)=[C:11]([F:13])[CH:12]=1)=[O:5])[CH3:2].C[CH2:28][O:29]C(C)=O>>[Si:20]([O:19][C@@H:16]1[CH2:17][CH2:18][N:14]([C:10]2[CH:9]=[CH:8][C:7]([N:6]3[CH2:2][C@H:1]([CH2:28][OH:29])[O:3][C:4]3=[O:5])=[CH:12][C:11]=2[F:13])[CH2:15]1)([C:23]([CH3:25])([CH3:24])[CH3:26])([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 57124716HCID 57124716, compound

Product 1

HCID 21356576HCID 21356576, compound

Procedure

5-Ethoxycarbonylamino-2-((3R)-3-t-butyldimethylsilyloxy-1-pyrrolidinyl)fluorobenzene (29.4 g, 0.077 M) was treated in essentially the same way as the appropriate intermediate of Example 86, except that the product was isolated by extraction into EtOAc, and crude product purified by dry column chromatography on silica, eluting with a gradient from 0-20% MeOH in dichloromethane. Appropriate fractions were combined to give the desired product (29.6 g).

Workup

  1. custompurified
  2. customby dry column chromatography on silica
  3. washeluting with a gradient from 0-20% MeOH in dichloromethane

Sources & evidence

ORD record
ord-c78bc02f74e34cdaa78b9ee6807303e9
Source dataset
uspto-grants-2003_09
Patent number
US06617339B1

Reaction notes

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