Phosphoric Acid → 6-Deoxy-6-(formylamino)-L-sorbose

HRID 1382490Notes

Reaction equation

HRID 1382490 reaction equation
P(=O)(O)(O)O.[CH:6]([NH:8][CH:9]([C@@H:11]([C@H:13]([C@@H:15]([C@@H:17]([CH2:19][OH:20])[OH:18])[OH:16])[OH:14])[OH:12])O)=[O:7]>O>[CH:6]([NH:8][CH2:9][C@H:11]([OH:12])[C@@H:13]([OH:14])[C@H:15]([OH:16])[C:17](=[O:18])[CH2:19][OH:20])=[O:7]

Participants

4

Reactant 2

HCID 1004Phosphoric AcidHCID 131715863HCID 131715863, compound2×

Product 1

HCID 228415056-Deoxy-6-(formylamino)-L-sorbose

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 40 g of Gluconobacter oxidans spp. suboxidans (DSM 50049) in 1 l of tap water, brought to pH 4.5 with phosphoric acid, are added at 32° C. and 700 rpm with venting of 3 l of air/hour 200 g of N-formylaminosorbitol, followed 4 hours later by a further 200 g of N-formylaminosorbitol. After 22 hours the reaction has ended, the cells are centrifuged off and discarded. The product is isolated as an oil by concentrating in vacuo.

Workup

  1. additionare added at 32° C.
  2. customThe product is isolated as an oil
  3. concentrationby concentrating in vacuo

Sources & evidence

ORD record
ord-492164ec61bd40329d8a7b27a129fa0f
Source dataset
uspto-grants-1989_02
Patent number
US04806650

Reaction notes

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