(2S)-2-(((tert-butoxy)carbonyl)(methyl)amino)propanoic acid → HCID 53703419, compound

HRID 990401Notes

Reaction equation

HRID 990401 reaction equation
C(OC(N(C)[C@H](C(O)=O)C)=O)(C)(C)C.C(O[C:20](=O)[N:21]([C@H:23]([C:25](=[O:45])[NH:26][CH2:27][CH2:28][CH2:29][CH:30]([C:38]1[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=1)[C:31]1[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=1)[CH3:24])C)(C)(C)C>CO.C(Cl)Cl>[F:37][C:34]1[CH:33]=[CH:32][C:31]([CH:30]([C:38]2[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=2)[CH2:29][CH2:28][CH2:27][NH:26][C:25](=[O:45])[C@H:23]([NH:21][CH3:20])[CH3:24])=[CH:36][CH:35]=1

Participants

4

Reactant 2

HCID 7009590(2S)-2-(((tert-butoxy)carbonyl)(methyl)amino)propanoic acidHCID 70077127HCID 70077127, compound

Product 1

HCID 53703419HCID 53703419, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

(R)-N-[4,4-Bis-(4-fluoro-phenyl)-butyl]-2-methylamino-propionamide was prepared in accordance with the methods of Example 12, except that: N-tert-butoxycarbonyl-N-methyl-L-alanine was used instead of N-tert-butoxycarbonyl-N-methyl-L-leucine in Step A, and (S){1-[4,4-Bis-(4-fluoro-phenyl)-butylcarbamoyl]-ethyl}-methyl-carbamic acid tert-butyl ester was used instead of (S){1-[4,4-bis-(4-fluoro-phenyl)-butylcarbamoyl]-3-methyl-butyl}-methyl-carbamic acid tert-butyl ester in Step B. MS: 347 (M+1 for C20H24N2F2O1); an oil; Rf 0.3 (5% MeOH/CH2Cl2).

Sources & evidence

ORD record
ord-60727ee7a3c943a588aa0a33438c1b4e
Source dataset
uspto-grants-2002_10
Patent number
US06458781B1

Reaction notes

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