Hydrochloric Acid → HCID 117628857, compound

HRID 2278365Notes

Reaction equation

HRID 2278365 reaction equation
[CH3:1][C:2]1([CH3:30])[CH2:7][O:6][CH:5]([C:8]2[S:12][C:11]([C@H:13]([NH:23][S+]([O-])C(C)(C)C)[CH2:14][O:15][Si](C)(C)C(C)(C)C)=[CH:10][CH:9]=2)[O:4][CH2:3]1.[ClH:31]>CO>[ClH:31].[NH2:23][C@@H:13]([C:11]1[S:12][C:8]([CH:5]2[O:6][CH2:7][C:2]([CH3:30])([CH3:1])[CH2:3][O:4]2)=[CH:9][CH:10]=1)[CH2:14][OH:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178428951HCID 178428951, compound

Product 1

HCID 117628857HCID 117628857, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ((6R)-6-[5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl]-2,2,3,3,9,9-hexamethyl-4-oxa-8-thionia-7-aza-3-siladecan-8-olate (12.7 g, 26.7 mmol) in MeOH (26 mL) cooled to 0° C. was treated with a 4 N hydrogen chloride solution (46.7 mL, 187 mmol) for 2 hours. The solvent was evaporated under reduced pressure, after which toluene was added and the co-solvent mixture was evaporated under reduce pressure to afford a white solid characterized as the title compound. 1H NMR ((CD3)2SO) δ 8.50 (1H), 7.17 (1H), 7.04 (1H), 5.70 (1H), 5.65 (1H), 4.53 (1H), 3.80-3.71 (2H), 3.65 (4H), 1.15 (3H), 0.73 (3H).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionafter which toluene was added
  3. customthe co-solvent mixture was evaporated
  4. customto afford a white solid

Sources & evidence

ORD record
ord-006564ed4c1c45f48d44134bf71d4021
Source dataset
uspto-grants-2015_09
Patent number
US09133157B2

Reaction notes

Loading…