HCID 18631663, compound → HCID 18631650, compound

HRID 726792Notes

Reaction equation

HRID 726792 reaction equation
[C:1]([N:8]([C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[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].C(N(C1C=CC([N+]([O-])=O)=CC=1)[C@H](C(O)=O)C)(OC(C)(C)C)=O>CO>[C:1]([N:8]([C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[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

4

Reactant 2

HCID 18631663HCID 18631663, compoundHCID 54113518HCID 54113518, compound

Product 1

HCID 18631650HCID 18631650, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The reaction described above for Nα -Boc-4-aminophenyl-D-alanine was repeated for the L-isomer. About 153 grams of Nα -Boc-4-nitrophenyl-L-alanine was reacted as described above and resulted in about 134 grams of Nα -Boc-4-aminophenyl-L-alanine (about 96% yield) [α]D =+23.6° (c=1.0 in MeOH).

Sources & evidence

ORD record
ord-696cd46459514e1ba0c70281030bb447
Source dataset
uspto-grants-1998_01
Patent number
US05710249

Reaction notes

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