Water → HCID 18630332, compound

HRID 1068366Notes

Reaction equation

HRID 1068366 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH2:10][CH2:11][OH:12])=[O:8])=[C:4]([Si:13]([CH3:16])([CH3:15])[CH3:14])[CH:3]=1.C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26].O>C(Cl)Cl>[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH2:10][CH2:11][O:12][S:25]([CH3:24])(=[O:27])=[O:26])=[O:8])=[C:4]([Si:13]([CH3:16])([CH3:15])[CH3:14])[CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 18630300HCID 18630300, compound

Product 1

HCID 18630332HCID 18630332, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the compound of Example 263 (0.4 g) and 0.5 mL triethylamine in 10 mL CH2Cl2 at 0° C. was added methanesulfonyl chloride (0.2 mL) and the resulting reaction solution was stirred at RT for 2 h. Water was added and the two layers were separated. The organic solution was washed with brine, dried and concentrated. Purification by flash chromatography with 30% ethyl acetate-hexane gave 0.4 g of product as a white solid. m.p. 82-86° C.

Workup

  1. customthe resulting reaction solution
  2. customthe two layers were separated
  3. washThe organic solution was washed with brine
  4. customdried
  5. concentrationconcentrated
  6. customPurification by flash chromatography with 30% ethyl acetate-hexane

Sources & evidence

ORD record
ord-599e0d30e6ee485e820a91321ad9f706
Source dataset
uspto-grants-2001_06
Patent number
US06248894B1

Reaction notes

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