𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of 13-cis-(11-3H)-retinoic acid

✍ Scribed by Ping-Lu Chien; Ming-Sang Sung; David B. Bailey

Publisher
John Wiley and Sons
Year
1979
Tongue
French
Weight
228 KB
Volume
16
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

SYNTHESIS

OF 13-e-(ll-3H)-RETINOIC ACID The b i o l o g i c a l a c t i v i t y of 1 3 -e -r e t i n o i c a c i d i n p r e v e n t i o n of e p i t h e l i a l cancer i n animals h a s r e c e n t l y been demonstrated [l]. I n c o n n e c t i o n w i t h a m e t a b o l i c s t u d i e s program, w e have prepared 13-*-(11-3H)-retinoic a c i d l b from 6-ionylideneacetaldehyde via a r e a c t i o n sequence similar t o t h e one r e p o r t e d by Liebman and co-workers [ 2 ] f o r the s y n t h e s i s of t r a n ~-( l l -~H ) -ar e t i n o i c a c i d 2 ( s e e Scheme 1).

X

📜 SIMILAR VOLUMES

Synthesis of 1-[13CD3]-9-cis-retinoic ac
Synthesis of 1-[13CD3]-9-cis-retinoic acid
✍ Youssef L. Bennani 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 French ⚖ 430 KB

## Abstract 1‐[^13^CD~3~]‐9‐__cis__‐Retinoic acid was prepared in 8 steps from 2,6‐dimethylcyclohexanone. Alkylation of 2,6‐dimethylcyclohexanone under LiHMDS/MnBr~2~/^13^CD~3~I gave the corresponding labeled 2‐[^13^CD~3~]‐2,2,6‐trimethylcyclohexanone 4 in good yield. Further functionalization of 4

The synthesis of 13-cis-retinoic acid-6,
The synthesis of 13-cis-retinoic acid-6,7-14C
✍ Richard R. Muccino; Carol A. Wasiowich 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 French ⚖ 290 KB

## Abstract A route to crystalline 13‐__cis__‐retinoic acid‐**6**,**7**‐^14^__C__ (**1**) has been developed. Addition of acetylene‐**1**,**2**‐^14^**C** to 6‐methyl‐5‐hepten‐2‐one (**4**) gave dehydrolinalool‐**1**,**2**‐^14^__C__ (**5**) which was catalytically transformed into citral‐**1**,**2**

Colorimetric determination of all-trans-
Colorimetric determination of all-trans-retinoic acid and 13-cis-retinoic acid
✍ Chih-Cheng Wang; Rupert E. Hodges Jr.; Donald L. Hill 📂 Article 📅 1978 🏛 Elsevier Science 🌐 English ⚖ 270 KB

A method employing trifluoroacetic acid for the quantitative determination ofallrrans-retinoic acid and 13-cis-retinoic acid in serum is described. The method permits the detection of as little as 0.3 Kg of either compound. Retinoic acid can serve the general tissue functions of vitamin A, except i

Preparation of 9-cis-retinoic acid [11,1
Preparation of 9-cis-retinoic acid [11,12-3H(N)] by photochemical isomerization
✍ Marcia I. Dawson; Peter D. Hobbs; James F. Cameron; Sung W. Rhee 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 French ⚖ 163 KB

## Abstract All‐__trans__‐Retinoic acid [11,12‐^3^H(N)] was photochemically isomerized using a fluorescent source to afford a mixture of isomeric retinoic acids, from which 9‐__cis__‐retinoic acid[11,12‐^3^H(N)] was isolated by reversed‐phase HPLC. The identity of 9‐__cis__‐retinoic acid [11, 12‐^3

A preparation of high specific activity
A preparation of high specific activity [11,12-3H]-9-cis-retinoic acid
✍ Jotham W. Coe; Calvin R. Hawes; Patrick Towers 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 French ⚖ 429 KB

## Abstract A selective total synthesis of [11,12‐^3^H]‐9‐__cis__‐retinoic acid 1 at a specific activity of 46 Ci/mmole is described. The alkyne 4, efficiently prepared in two steps from readily available starting materials, was partially reduced to 9,11‐di‐__cis__‐retinoic acid 3 with both deuteri