Benzyl chloroformate → HCID 12775797, compound

HRID 2286428Notes

Reaction equation

HRID 2286428 reaction equation
[CH2:1]([O:8][C:9](Cl)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:12][CH2:13][C@@H:14]([C@H:16]([C@@H:18]([C@@H:20]([CH2:22][OH:23])[OH:21])[OH:19])[OH:17])[OH:15].[OH-].[Na+]>O>[CH2:1]([O:8][C:9]([NH:12][CH2:13][C@@H:14]([C@H:16]([C@@H:18]([C@@H:20]([CH2:22][OH:23])[OH:21])[OH:19])[OH:17])[OH:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 10387Benzyl chloroformateHCID 14798Sodium HydroxideHCID 452501Glucamine

Product 1

HCID 12775797HCID 12775797, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Benzyloxycarbonyl chloride was added dropwise to 3.7 kg of 1-amino-1-desoxy-D-glucitol (about 70% pure) in 7 liters of H2O, whilst stirring vigorously, and the pH was kept at 8-9 with 2 N sodium hydroxide solution. The batch was allowed to warm to 40°-50° C. during this operation. The batch was then further stirred overnight at room temperature and the precipitate was filtered off, washed with acetone and recrystallised from water.

Workup

  1. temperatureto warm to 40°-50° C. during this operation
  2. filtrationfurther stirred overnight at room temperature and the precipitate was filtered off
  3. washwashed with acetone
  4. customrecrystallised from water

Sources & evidence

ORD record
ord-7e8d4ca6cd0a4ca5b04b0206d5c6423f
Source dataset
uspto-grants-1981_05
Patent number
US04266025

Reaction notes

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