Methanol → HCID 89051975, compound

HRID 716099Notes

Reaction equation

HRID 716099 reaction equation
C(N[CH:9]1[O:16][C@H:15]([CH2:17][OH:18])[C@@H:13]([OH:14])[C@H:11]([OH:12])[C@@H:10]1[NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)C1C=CC=CC=1.C[OH:28]>>[CH2:20]([NH:19][C@@H:10]([C@H:11]([C@@H:13]([C@@H:15]([CH2:17][OH:18])[OH:28])[OH:14])[OH:12])[CH:9]=[O:16])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 70874206HCID 70874206, compound

Product 1

HCID 89051975HCID 89051975, compound

Conditions

Temperature
40 °C

Procedure

From compound of example 1: to a suspension of N,N′-dibenzyl-1,2-diamino-1,2-dideoxy-D-mannopyranose (10 g) in methanol (30 ml) conc. HCl-solution (4 ml) was gradually added and the mixture was heated to 40° C. for 2-3 hours. The solvent was carefully evaporated, the residue was taken up in methanol and evaporated again 3-4 times. The resulting solid was suspended in ethanol and heated to reflux, the insoluble material was removed by hot filtration, and the filtrate was evaporated to dryness to yield the hydrochloride salt of N-benzyl-2-amino-2-deoxy-D-mannose.

Workup

  1. additionwas gradually added
  2. customThe solvent was carefully evaporated
  3. customevaporated again 3-4 times
  4. temperatureheated
  5. temperatureto reflux
  6. customthe insoluble material was removed by hot filtration
  7. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-b6bcac4e9ccd44d08c937c3350bb6f44
Source dataset
uspto-grants-2015_11
Patent number
US09187513B2

Reaction notes

Loading…