Phosphate → HCID 445789, compound

HRID 1770072Notes

Reaction equation

HRID 1770072 reaction equation
C1N=C(N)C2N=CN([C@@H]3O[C@H](COP(OP(OC[C@H]4O[C@@H](N5C=C(C(N)=O)CC=C5)[C@H](O)[C@@H]4O)(O)=O)(O)=O)[C@@H](O)[C@H]3O)C=2N=1.[O:45]1C=[CH:48][CH:47]=[C:46]1[C:50]([C:52]([CH2:54][CH2:55][CH2:56]C)=O)=O.P([O-])([O-])([O-])=O.[OH-].[Na+]>C(OCC)C.CCCCCC.CC(O)C>[CH3:48][CH2:47][C@@H:46]([OH:45])[CH2:50][CH2:52][CH2:54][CH2:55][CH3:56]

Participants

8

Reactant 4

HCID 1061PhosphateHCID 14798Sodium HydroxideHCID 439153NadhHCID 15701284HCID 15701284, compound

Product 1

HCID 445789HCID 445789, compound

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 3776IsopropanolSolventHCID 8058HexaneSolvent2×

Procedure

A reaction mixture was formed by admixing (i) 50 mg NAD, (ii) 4 ml of 2-propanol and (iii) 5 mmoles of (R)-3-octanone, Compound 13, in a liquid medium containing 1 gm of lyophilized PED alcohol dehydrogenase preparation, 75 ml of 50 mM phosphate buffer, pH 7.1, and 25 ml of hexane. The pH value of the reaction was maintained constant by addition of 1N NaOH. The reaction mixture was maintained at room temperature until product formation stopped. When product formation stopped, (R)-3-octanol, Compound 13a, was isolated by removal of the hexane layer and extraction of the aqueous layer with ethyl ether (3×75 ml).

Workup

  1. customA reaction mixture was formed
  2. additionin a liquid medium containing

Sources & evidence

ORD record
ord-46db52d123184b158d7a4aed5b24fbcc
Source dataset
uspto-grants-1995_01
Patent number
US05385833

Reaction notes

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