Sulfuric Acid → HCID 54487119, compound

HRID 1275782Notes

Reaction equation

HRID 1275782 reaction equation
[C:1]1([C:7]2[C:19]3[CH:18]([OH:20])[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[C:11]=3[CH:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[O:22][C:23](=[O:45])[C@H:24]([CH2:43]O)[NH:25]C(OCC1C2C=CC=CC=2C2C1=CC=CC=2)=O.OS(O)(=O)=O>FC(F)(F)C(O)=O>[C:1]1([C:7]2[C:19]3[CH:18]([O:20][CH2:43][C@@H:24]([C:23]([OH:45])=[O:22])[NH2:25])[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[C:11]=3[CH:10]=[CH:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 7020783(S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropanoateHCID 15357430HCID 15357430, compound

Product 1

HCID 54487119HCID 54487119, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidCatalyst

Procedure

from 1-phenyl-9H-fluoren-9-ol (prepared by NaBH4 reduction of 1-phenyl-9H-fluoren-9-one) and Nα -(9-fluorenylmethoxycarbonyl)-L-serine methyl ester following method A, using trifluoroacetic acid as catalyst in place of H2SO4 ; and

Sources & evidence

ORD record
ord-547368c8f5e94ae2b171f32cd877a301
Source dataset
uspto-grants-2000_12
Patent number
US06162824

Reaction notes

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