Sodium cyanoborohydride → HCID 19878414, compound

HRID 1885902Notes

Reaction equation

HRID 1885902 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][S:7][CH:8]1[CH2:29][CH:11]2[N:12]([N:19]=[CH:20][CH:21]([CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[OH:22])[C:13](=[O:18])[N:14]([CH2:15][CH2:16][CH3:17])[CH:10]2[CH2:9]1)([OH:3])=[O:2].C([BH3-])#N.[Na+]>CO.C(O)(=O)C>[C:1]([CH2:4][CH2:5][CH2:6][S:7][CH:8]1[CH2:29][CH:11]2[N:12]([NH:19][CH2:20][CH:21]([CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[OH:22])[C:13](=[O:18])[N:14]([CH2:15][CH2:16][CH3:17])[CH:10]2[CH2:9]1)([OH:3])=[O:2]

Participants

5

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 67904724HCID 67904724, compound

Product 1

HCID 19878414HCID 19878414, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

The compound (0.5 g) of Example 2 was dissolved in a mixture of methanol (5 ml) and acetic acid (5 ml) at 15° C. and to the stirred solution was added sodium cyanoborohydride (0.15 g). After one hour, the solution was concentrated in vacuo, water (20 ml) and chloroform (20 ml) were added and the organic phase separated and dried over anhy. sodium sulphate. Filtration and concentration of the filtrate in vacuo gave the desired produced (0.49 g).

Workup

  1. concentrationthe solution was concentrated in vacuo, water (20 ml) and chloroform (20 ml)
  2. additionwere added
  3. customthe organic phase separated
  4. customdried over anhy
  5. filtrationFiltration and concentration of the filtrate in vacuo
  6. customgave the
  7. customdesired produced (0.49 g)

Sources & evidence

ORD record
ord-722b1bac53e94b6d984b5459f6b41085
Source dataset
uspto-grants-1992_09
Patent number
US05147885

Reaction notes

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