Hydrochloric Acid → HCID 53844535, compound

HRID 1267573Notes

Reaction equation

HRID 1267573 reaction equation
[CH2:1]([NH:5][CH2:6][C@@H:7]([C@H:9]([C@@H:11]([C@@H:13]([CH2:15][OH:16])[OH:14])[OH:12])[OH:10])[OH:8])[CH2:2][CH2:3][CH3:4].Cl>O>[CH2:1]([NH:5][CH2:6][C@@H:7]1[O:8][C@:13]([OH:14])([CH2:15][OH:16])[C@@H:11]([OH:12])[C@@H:9]1[OH:10])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13424553HCID 13424553, compound

Product 1

HCID 53844535HCID 53844535, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
15 °C

Procedure

A reaction solution is prepared by adding 91 gm N-n-butylglucamine to 580 ml of water in a 1-L bioreactor. The suspension is adjusted to about pH 5 (with concentrated HCl) and cooled to about 15° C. A total of 24 gm (wet weight) of washed G. oxydans cell paste is added and the reaction mixture is agitated (500 rpm) and aerated (0.5 vvm) while controlling the temperature at 15° C. and pH at 5. After 23 hours, the HPLC assay indicates that over 99% of the substrate has converted for a 83% 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-9ed110bbb4b049a0a5feb5babe9863dd
Source dataset
uspto-grants-2003_04
Patent number
US06552176B2

Reaction notes

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