Methyl N-(triethylammoniosulfonyl)carbamate → HCID 12531502, compound

HRID 2175533Notes

Reaction equation

HRID 2175533 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11](O)([CH3:13])[CH3:12])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC>C1COCC1>[CH2:12]=[C:11]([CH:8]1[CH2:7][CH2:6][C:5]2([O:1][CH2:2][CH2:3][O:4]2)[CH2:10][CH2:9]1)[CH3:13]

Participants

4

Reactant 2

HCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 58562873HCID 58562873, compound

Product 1

HCID 12531502HCID 12531502, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution 2-(1,4-dioxaspiro[4.5]decan-8-yl)propan-2-ol (164 mg, 0.82 mmol, prepared in the Example 29, Step A) in THF (10 mL) cooled to 0° C. under argon was added Burgess Reagent (214 mg, 0.87 mmol). After the complete addition, the reaction mixture was at room temperature 1 hour and then concentrated in vacuo. The residue purified by flash chromatography (silica gel, DCM) to afford the product.

Workup

  1. additionAfter the complete addition
  2. concentrationconcentrated in vacuo
  3. customThe residue purified by flash chromatography (silica gel, DCM)
  4. customto afford the product

Sources & evidence

ORD record
ord-75ca9e190c614d1594b5ac0e24c19737
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

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