HCID 59201564, compound → HCID 59201605, compound

HRID 451866Notes

Reaction equation

HRID 451866 reaction equation
[CH3:1][N:2]([CH2:13][C@@H:14]([NH:23]C(=O)OC(C)(C)C)[CH2:15][CH:16]1[CH2:21][CH2:20][C:19](=[O:22])[CH2:18][CH2:17]1)[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:23][C@@H:14]([CH2:15][CH:16]1[CH2:21][CH2:20][C:19](=[O:22])[CH2:18][CH2:17]1)[CH2:13][N:2]([CH3:1])[C:3](=[O:4])[O:5][CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

3

Reactant 1

HCID 59201564HCID 59201564, compound

Product 1

HCID 59201605HCID 59201605, compound

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

(S)-tert-butyl 1-(N-methyl-N-(benzyloxycarbonyl)amino)-3-(4-oxocyclohexyl)propan-2-ylcarbamate (300 mg, 0.72 mmol) was dissolved in 5 mL of 20% TFA/CH2Cl2 and stirred 1 hr at rt. The solvent was removed to give the crude (S)-benzyl 2-amino-3-(4-oxocyclohexyl)propyl(methyl)carbamate, which was used directly for the next step without further purification.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-56037b3931d345a3b5aa5f43f53bd2fe
Source dataset
uspto-grants-2013_07
Patent number
US08487108B2

Reaction notes

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