Sulfuric Acid → HCID 70055654, compound

HRID 1275783Notes

Reaction equation

HRID 1275783 reaction equation
[CH2:1]1[C:9]2[C:5]([S:6][C:7]3[C:8]=2[C:10]2[C:15]([C:16]=3[OH:17])=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=[CH:2]1.C[O:19][C:20](=[O:42])[C@H:21]([CH2:40]O)[NH:22]C(OCC1C2C=CC=CC=2C2C1=CC=CC=2)=O.OS(O)(=O)=O>FC(F)(F)C(O)=O>[CH:1]1[C:9]2[C:8]3[C:10]4[C:15]([CH:16]([O:17][CH2:40][C@@H:21]([C:20]([OH:42])=[O:19])[NH2:22])[C:7]=3[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1)=[CH:14][CH:13]=[CH:12][CH:11]=4

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 7020783(S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropanoateHCID 22117583HCID 22117583, compound

Product 1

HCID 70055654HCID 70055654, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidCatalyst

Procedure

from benzo[b]indeno[1,2-d]thiophen-6-ol (prepared by NaBH4 reduction of benzo[b]indeno[1,2-d]thiophen-9-one (Example i, Starting Fluorenones)) and Nα -(9-fluorenylmethoxycarbonyl)-L-serine methyl ester following method A, using trifluoroacetic acid as catalyst in place of H2SO4.

Sources & evidence

ORD record
ord-959a37ede4f44d17941380a46052b737
Source dataset
uspto-grants-2000_12
Patent number
US06162824

Reaction notes

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