A trifluoroacetic acid-labile sulfonate protecting group and its use in the synthesis of a near-IR fluorophore

Journal of Organic Chemistry

Volumn 78, Issue 2, 2013, Pages 711-716

  Pauff, Steven M ^a   Miller, Stephen C ^a  

^a UNIVERSITY OF MASSACHUSETTS MEDICAL SCHOOL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACID-LABILE; BIOLOGICAL APPLICATIONS; DEPROTECTION; HIGH WATER; NEAR-IR; NUCLEOPHILIC ATTACK; PROTECTING GROUP; TRIFLUOROACETIC ACIDS;

SYNTHESIS (CHEMICAL);

FLUOROPHORES;

1,11 BIS [3 (2,2,2 TRIFLUORO 1 4 TOLYLETHOXYSULFONYL)PROPYL] 3,4,8,9,10,11 HEXAHYDRO 2H 13 OXA 6,11 DIAZA 1 AZONIA PENTACENE TETRAFLUOROBORATE; 3 (7 METHOXY 3,4 DIHYDRO 2H QUINOLIN 1 YL)PROPANE 1 SULFONIC ACID 2,2,2 TRIFLUORO 1 4 TOLYLETHYL ESTER; 3 [7 (TERT BUTYL DIMETHYLSILANYLOXY) 3,4 DIHYDRO 2H QUINOLIN 1 YL]PROPANE 1 SULFONIC ACID 2,2,2 TRIFLUORO 1 4 TOLYLETHYL ESTER; 3 [7 (TERT BUTYL DIMETHYLSILANYLOXY) 3,4 DIHYDRO 2H QUINOLIN 1 YL]PROPANE 1 SULFONIC ACID MONOHYDRATE; 3 [7 METHOXY 6 (4 NITROPHENYLAZO) 3,4 DIHYDRO 2H QUINOLIN 1 YL]PROPANE 1 SULFONIC ACID 2,2,2 TRIFLUORO 1 4 TOLYLETHYL ESTER; 3 CHLOROPROPANE 1 SULFONIC ACID 2,2,2 TRIFLUORO 1 4 TOLYLETHYL ESTER; 3 IODOPROPANE 1 SULFONIC ACID 2,2,2 TRIFLUORO 1 4 TOLYLETHYL ESTER; 5 DIMETHYLAMINONAPHTHALENE 1 SULFONIC ACID 2,2,2 TRIFLUORO 1 4 TOLYLETHYL ESTER; BENZALDEHYDE; DYE; ESTER DERIVATIVE; NUCLEOPHILE; OXAZINE DERIVATIVE; SULFONIC ACID DERIVATIVE; TOLUENE 4 SULFONIC ACID 2,2,2 TRIFLUORO 1 (4 ISOPROPYLPHENYL)ETHYL ESTER; TOLUENE 4 SULFONIC ACID 2,2,2 TRIFLUORO 1 4 TOLYLETHYL ESTER; TRIFLUOROACETIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; DEPROTECTION REACTION; GEL CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; SUBSTITUTION REACTION; SULFONATION; SYNTHESIS;

ALKANESULFONATES; CHROMOPHORE-ASSISTED LIGHT INACTIVATION; FLUORESCENT DYES; SOLUBILITY; SPECTROSCOPY, NEAR-INFRARED; TRIFLUOROACETIC ACID;

EID: 84872577766     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo302065u     Document Type: Article

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