𝔖 Bobbio Scriptorium
✦   LIBER   ✦

The synthesis of [1′,3′-3H]4-(4′-azido-5′,6′,7′,8′-tetrahydro-5′,5′,8′,8′-tetramethyl-2′-anthracenyl)benzoic acid as a probe of the retinoic acid receptor

✍ Scribed by Marcia I. Dawson; Peter D. Hobbs; Albert Dorsky; Hiromi Morimoto

Publisher
John Wiley and Sons
Year
1990
Tongue
French
Weight
484 KB
Volume
28
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The synthesis of [1′,3′‐^3^H]4‐(4′‐azido‐5′,6′,7′,8′‐tetrahydro‐5′,5′,8′,8′‐tetramethyl ‐2′‐anthracenyl)benzoic acid is described. This retinoid was designed as a photoaffinity probe of the receptor sites of cellular retinoic acid‐binding protein and the nuclear retinoic acid receptor protein. The [^3^H]azidoretinoid was prepared from 1,2,3,4‐tetrahydro‐1,1,4,4‐tetramethyl‐7‐(4‐methylphenyl)‐5‐nitroanthracene in five steps in 15% yield (89% radiochemical purity by HPLC). ^1^H and ^3^H NMR was used to confirm the sites of ^3^H substitution on the ring.

📜 SIMILAR VOLUMES

Synthesis of [1′,3′,4′-3H3]4-(5′,6′,7′,8
Synthesis of [1′,3′,4′-3H3]4-(5′,6′,7′,8′-tetrahydro-5′,5′,8′,8′-tetramethyl-2′-anthracenyl)benzoic acid for binding studies of retinoic acid receptors
✍ Marcia I. Dawson; Peter D. Hobbs; Sung W. Rhee; Hiromi Morimoto; Philip G. Willi 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 French ⚖ 260 KB

## Abstract [1′,3′,4′‐^3^H~3~]4‐(5′,6′,7′,8′‐Tetrahydro‐5′,5′,8′,8′‐tetramethyl‐2′‐anthracenyl)benzoic acid (specific activity 64 Ci/mmole) was synthesized by bromination of ethyl 4‐(5′,6′,7′,8′‐tetrahydro‐5′,5′,8′,8′‐tetramethyl‐2′‐antracenyl)benzoate, followed by reductive debromination by tritiu

Synthesis of carbon-14 labeled (R)-3-flu
Synthesis of carbon-14 labeled (R)-3-fluoro-4-(2′-(5′′, 6′′, 7′′, 8′′-tetrahydro-5′′, 5′′, 8′′, 8′′-tetramethyl-2′′-naphthyl)-[2′-hydroxy-14C])[carbonyl-14C]acetamidobenzoic acid
✍ Douglas D. Dischino; Che-Wah Lee; Makonen Belema; Christopher Zusi 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 French ⚖ 97 KB

## Abstract Carbon‐14 labeled (__R__)‐3‐fluoro‐4‐(2′‐(5′′, 6′′, 7′′, 8′′‐tetrahydro‐5′′, 5′′, 8′′, 8′′‐tetramethyl‐2′′‐naphthyl)‐[2′‐hydroxy‐^14^C])[carbonyl‐^14^C]acetamidobenzoic acid, **1**, was prepared in a six step radioactive synthesis from diethyl [carboxylate‐^14^C~1,2~] oxalate. The penul

Synthesis of 2,3,4,6,7,8-Hexahydro-5H-1-
Synthesis of 2,3,4,6,7,8-Hexahydro-5H-1-benzopyran-5-ones and 3-(6-Oxo-1-cyclohexenyl)alkanoic Acids by Reduction of 4,6,7,8-Tetrahydro-2H-1-benzopyran-2,5(3H)-diones
✍ Hermann Hombrecher; Paul Margaretha; Paul Tissot 📂 Article 📅 1986 🏛 John Wiley and Sons 🌐 German ⚖ 218 KB 👁 1 views

I211 Genbve 4 (5. V .86) ~ Comparative results on the reduction of 4,6,7,8-tetrahydro-7,7-dimethyl-2H-1 -benzopyran-2,5(3H)-diones 1 are reported. Hydride reduction (LiAIH, in EtzO or NaBH, in i-PrOH) affords 2,3,4,6,7,8-hexahydro-5H-l-benzopyran-5-ones 5 in 30-60 % isolated yield. Photochemical red