Hydrochloric Acid → HCID 53844535, compound

HRID 1267575Notes

Reaction equation

HRID 1267575 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 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
15 °C

Procedure

A reaction solution is prepared by adding 46 gm N-n-butylglucamine to 620 ml of water in a 1-L bioreactor. The suspension is adjusted to pH 5 (with concentrated hydrochloric acid) and cooled to about 15° C. A total of 30 gm (wet weight) of washed G. oxydans cell paste is added and the reaction mixture is agitated (350 rpm) and aerated (0.2 vvm) while controlling the temperature at 15° C. and pH at 5. After 77 hours, the HPLC assay indicates that over 97% of the substrate has been converted for a 75% 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-87a2b08f20274340aee6e1c0b60008be
Source dataset
uspto-grants-2003_04
Patent number
US06552176B2

Reaction notes

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