tert-Butyl (1-benzhydrylazetidin-3-yl)carbamate → 3-Aminoazetidine, 3-BOC protected

HRID 1864517Notes

Reaction equation

HRID 1864517 reaction equation
C1(C(C2C=CC=CC=2)[N:8]2[CH2:11][CH:10]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:9]2)C=CC=CC=1.Cl.O1CCOCC1.[H][H]>CO>[NH:8]1[CH2:11][CH:10]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:17])([CH3:16])[CH3:18])[CH2:9]1

Participants

5

Reactant 3

HCID 13772848tert-Butyl (1-benzhydrylazetidin-3-yl)carbamateHCID 204431481,4-Dioxane hydrochlorideHCID 178418361HCID 178418361, compound

Product 1

HCID 15194053-Aminoazetidine, 3-BOC protected

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1,1-dimethylethyl [1-(diphenylmethyl)-3-azetidinyl]carbamate in MeOH (10 mL) was treated with of 4.0 N HCl/dioxane (1 mL) and then reacted overnight with hydrogen gas at 50 psi. The reaction mixture was then filtered through a pad of Celite, concentrated and the crude residue was used without further purification.

Workup

  1. filtrationThe reaction mixture was then filtered through a pad of Celite
  2. concentrationconcentrated
  3. customthe crude residue was used without further purification

Sources & evidence

ORD record
ord-5922fe80c40d44e3b233b3273ae468af
Source dataset
uspto-grants-2009_12
Patent number
US07625909B2

Reaction notes

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