HCID 18655318, compound → Nalpha-Boc-4-nitrophenyl-L-alanine

HRID 726790Notes

Reaction equation

HRID 726790 reaction equation
[C:1]([N:8]([C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=1)[C@@H:9]([C:11]([OH:13])=[O:12])[CH3:10])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[N+](C1C=CC(N[C@H](C(O)=O)C)=CC=1)([O-])=O>>[C:1]([N:8]([C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=1)[C@H:9]([C:11]([OH:13])=[O:12])[CH3:10])([O:3][C:4]([CH3:7])([CH3:5])[CH3:6])=[O:2]

Participants

3

Reactant 2

HCID 18655318HCID 18655318, compoundHCID 29891421HCID 29891421, compound

Product 1

HCID 18631663Nalpha-Boc-4-nitrophenyl-L-alanineYield 86%

Procedure

The reaction described above for Nα -Boc-4-Nitrophenyl-D-alanine was repeated for the L-isomer. About 123 grams of 4-nitrophenyl-L-alanine was reacted as described and resulted in about 155 grams of Nα -Boc-4-Nitrophenyl-L-alanine (about 86% yield). [α]D =+7.1° (c=1.0 in MeOH).

Sources & evidence

ORD record
ord-c5d1fc1874ba4edda0bac60046da9522
Source dataset
uspto-grants-1998_01
Patent number
US05710249

Reaction notes

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