Hydrochloric Acid → HCID 53844535, compound

HRID 1450131Notes

Reaction equation

HRID 1450131 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 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
15 °C

Procedure

A reaction solution is prepared by adding 750 gm N-n-butylglucamine to 7.2 L of water in a 10-L bioreactor. The suspension is adjusted to pH 5 (with concentrated HCl) and cooled to about 15° C. A total of 300 gm (wet weight) of washed G. oxydans cell paste is added and the reaction mixture is agitated (350-500 rpm) and aerated (0.4 vvm) while controlling the temperature at 15° C. and pH at 5. After 14 hours, the HPLC assay indicates that over 97% of the substrate has converted for a 85% 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-4081a6bb0e5f455ca91c522955d18378
Source dataset
uspto-grants-1997_02
Patent number
US05602013

Reaction notes

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