HCID 13424553, compound → HCID 53844535, compound

HRID 1267576Notes

Reaction equation

HRID 1267576 reaction equation
Cl.[CH2:2]([NH:6][CH2:7][C@@H:8]([C@H:10]([C@@H:12]([C@@H:14]([CH2:16][OH:17])[OH:15])[OH:13])[OH:11])[OH:9])[CH2:3][CH2:4][CH3:5].C(NC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)CCC>O>[CH2:2]([NH:6][CH2:7][C@@H:8]1[O:9][C@:14]([OH:15])([CH2:16][OH:17])[C@@H:12]([OH:13])[C@@H:10]1[OH:11])[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 13424553HCID 13424553, compoundHCID 22869670HCID 22869670, compound

Product 1

HCID 53844535HCID 53844535, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
15 °C

Procedure

A reaction solution is prepared by adding 81 gm N-n-butylglucamine hydrochloride to 640 ml of water in a 1-L bioreactor. The solution, which is pH 5, is cooled to about 15° C. A total of 70 gm (wet weight) of washed G. oxydans cell paste is added and the reaction mixture is agitated (400 rmp) and aerated (0.5 vvm) while controlling the temperature at 15° C. and pH at 5. After 20 hours, the HPLC assay indicates that over 99% of the N-n-butylglucamine has been converted for a 80% yield of 6-n-butylamino-6-deoxy-α-L-sorbofuranose.

Workup

  1. customA reaction solution is prepared
  2. additionoxydans cell paste is added
  3. customat 15° C.

Sources & evidence

ORD record
ord-c8cbdb9c7477470fbb1635a892aac713
Source dataset
uspto-grants-2003_04
Patent number
US06552176B2

Reaction notes

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