Acetic Anhydride → HCID 42600544, compound

HRID 875271Notes

Reaction equation

HRID 875271 reaction equation
Cl.[OH:2][C:3]12[CH2:36][CH2:35][C@@:34]3([CH3:37])[C:29](=[C:30]([CH3:38])[CH2:31][CH2:32][CH2:33]3)[C@H:4]1[O:5][C:6](=[O:28])[CH:7]2[CH2:8][NH:9][CH2:10][CH:11]1[C:15](=[O:16])[O:14][C@H:13]2[C:17]3[C@@:22]([CH3:25])([CH2:23][CH2:24][C:12]12[OH:27])[CH2:21][CH2:20][CH2:19][C:18]=3[CH3:26].[C:39](OC(=O)C)(=[O:41])[CH3:40]>C(#N)C>[OH:2][C:3]12[CH2:36][CH2:35][C@:34]3([CH3:37])[C:29](=[C:30]([CH3:38])[CH2:31][CH2:32][CH2:33]3)[C@@H:4]1[O:5][C:6](=[O:28])[CH:7]2[CH2:8][N:9]([CH2:10][CH:11]1[C:15](=[O:16])[O:14][C@@H:13]2[C:17]3[C@:22]([CH3:25])([CH2:23][CH2:24][C:12]12[OH:27])[CH2:21][CH2:20][CH2:19][C:18]=3[CH3:26])[C:39](=[O:41])[CH3:40]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 66842649HCID 66842649, compound

Product 1

HCID 42600544HCID 42600544, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

The compound obtained in step 1 of example 55 (200 mg, 0.389 mmole) was dissolved in dry acetonitrile (4 mL) and to it acetic anhydride (43.78 mg, 0.426 mmole) and TEA (59.04 mg, 0.58 mmole) were added. The reaction mixture was stirred at room temperature (25° C.) for 2 hours. Reaction mixture was concentrated and crude product was purified by column chromatography (silica gel, 30% ethyl acetate in petroleum ether) to obtain the title compound.

Workup

  1. additionwere added
  2. customReaction mixture
  3. concentrationwas concentrated
  4. customcrude product was purified by column chromatography (silica gel, 30% ethyl acetate in petroleum ether)

Sources & evidence

ORD record
ord-7ea049e8a36b41328771d42095f4a653
Source dataset
uspto-grants-2015_03
Patent number
US08981131B2

Reaction notes

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