Formic Acid → HCID 86607919, compound

HRID 736829Notes

Reaction equation

HRID 736829 reaction equation
C([N:8]([C@@H](C1C=CC=CC=1)C)[C@@H:9]1[CH2:13][CH2:12][CH2:11][C@:10]1([CH2:18][OH:19])[C:14]([O:16][CH3:17])=[O:15])C1C=CC=CC=1.C(O)=O>CO.[Pd]>[NH2:8][C@@H:9]1[CH2:13][CH2:12][CH2:11][C@:10]1([CH2:18][OH:19])[C:14]([O:16][CH3:17])=[O:15]

Participants

5

Reactant 2

HCID 284Formic AcidHCID 86607920HCID 86607920, compound

Product 1

HCID 86607919HCID 86607919, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 23938PalladiumSolvent

Procedure

According to the procedure of Example 53, Step 2,using crude methyl (1S,2R)-2-{benzyl[(1R)-1-phenylethyl]amino}-1-(hydroxymethyl)cyclopentanecarboxylate (800 mg), 4.4% formic acid in methanol (50 mL) and 10% Pd/C (421 mg), methyl (1S,2R)-2-amino-1-(hydroxymethyl)cyclopentanecarboxylate was obtained (404 mg, 1.93 mmol) as a colorless solid. 1H NMR (400 MHz, MeOD) δ ppm 1.76-1.82 (m, 2H) 1.84-1.92 (m, 1H) 2.09-2.18 (m, 1H) 2.20-2.30 (m, 1H) 3.58-3.68 (m, 2H) 3.81 (s, 3H) 3.97-4.02 (m, 1H).

Sources & evidence

ORD record
ord-a08d6febe6ed4aa1b302aa5cf64d25cf
Source dataset
uspto-grants-2009_09
Patent number
US07595327B2

Reaction notes

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