HCID 118318152, compound → HCID 118318071, compound

HRID 923461Notes

Reaction equation

HRID 923461 reaction equation
C([O:8][CH2:9][C@H:10]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[C:11]1[N:12]=[N:13][N:14]([CH3:16])[N:15]=1)C1C=CC=CC=1>[C].[Pd].C(O)C>[OH:8][CH2:9][C@H:10]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:22])([CH3:21])[CH3:23])[C:11]1[N:12]=[N:13][N:14]([CH3:16])[N:15]=1

Participants

4

Reactant 1

HCID 118318152HCID 118318152, compound

Product 1

HCID 118318071HCID 118318071, compoundYield 87.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of 166 mg of tert-butyl [(1R)-2-(benzyloxy)-1-(2-methyl-2H-tetrazol-5-yl)ethyl]carbamate, 40 mg of 10% palladium-carbon (hydrous), and 8 ml of ethanol was stirred at room temperature for 18 hours under a hydrogen atmosphere of 4 atm. The reaction mixture was filtered over Celite and the filtrate was concentrated under reduced pressure to obtain 106 mg of tert-butyl [(1R)-2-hydroxy-1-(2-methyl-2H-tetrazol-5-yl)ethyl]carbamate.

Workup

  1. filtrationThe reaction mixture was filtered over Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-72f49629422f4fb0a0a26fe20b4eb623
Source dataset
uspto-grants-2016_03
Patent number
US09278968B2

Reaction notes

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