1-Azido-3-(benzyloxy)propan-2-ol → 1-Amino-3-(benzyloxy)propan-2-ol

HRID 1901701Notes

Reaction equation

HRID 1901701 reaction equation
[CH2:1]([O:8][CH2:9][CH:10]([OH:15])[CH2:11][N:12]=[N+]=[N-])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH2:1]([O:8][CH2:9][CH:10]([OH:15])[CH2:11][NH2:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 132105261-Azido-3-(benzyloxy)propan-2-olHCID 21226445Aluminium lithium hydride

Product 1

HCID 3427951-Amino-3-(benzyloxy)propan-2-olYield 70.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Preparation 13 was repeated, except that 5.7 g of 3-benzyloxy-2-hydroxypropylazide (prepared as described in Preparation 47), 2.09 g of lithium aluminum hydride and 250 ml of anhydrous tetrahydrofuran were used, to give 3.5 g of the title compound as white crystals, melting at 72° C. to 74° C.

Workup

  1. customA procedure similar to that described in Preparation 13

Sources & evidence

ORD record
ord-f6f9e33daaeb4bfc9c91e53a79f446ce
Source dataset
uspto-grants-1996_11
Patent number
US05578620

Reaction notes

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