198016-10-3

Basic information

• Product Name: 3β-[bis(butoxycarbonyl)methyl]-3α-[[[p-(tert-butoxycarbonyl)amino]methyl]phenyl]-7α,12α-bis(formyloxy)-24-nor-5β-cholan-22(23)-ene
• Synonyms: 3β-[bis(butoxycarbonyl)methyl]-3α-[[[p-(tert-butoxycarbonyl)amino]methyl]phenyl]-7α,12α-bis(formyloxy)-24-nor-5β-cholan-22(23)-ene
• CAS NO: 198016-10-3
• Molecular Weight: 822.092
• Mol File: 198016-10-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3β-[bis(butoxycarbonyl)methyl]-3α-[[[p-(tert-butoxycarbonyl)amino]methyl]phenyl]-7α,12α-bis(formyloxy)-24-nor-5β-cholan-22(23)-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 3β-[bis(butoxycarbonyl)methyl]-3α-[[[p-(tert-butoxycarbonyl)amino]methyl]phenyl]-7α,12α-bis(formyloxy)-24-nor-5β-cholan-22(23)-ene(198016-10-3)
• EPA Substance Registry System: 3β-[bis(butoxycarbonyl)methyl]-3α-[[[p-(tert-butoxycarbonyl)amino]methyl]phenyl]-7α,12α-bis(formyloxy)-24-nor-5β-cholan-22(23)-ene(198016-10-3)

Safety Data

• Hazardous Substances Data: 198016-10-3(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 81-25-4 cholic acid 
• 2097-89-4 cholic acid triformate 
• 67371-30-6 3α,7α,12α-tris(formyloxy)-24-nor-5β-chol-22(23)-ene 
• 175480-55-4 Formic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-12-formyloxy-3-hydroxy-10,13-dimethyl-17-((R)-1-methyl-allyl)-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester 
• 169894-25-1 3-oxo-7α,12α-bis(formyloxy)-24-nor-5β-chol-22(23)-ene 
• 169894-18-2 2-[(5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diformyloxy-10,13-dimethyl-17-((R)-1-methyl-allyl)-hexadecahydro-cyclopenta[a]phenanthren-3-ylidene]-malonic acid dibutyl ester 
• 198016-08-9 3β-[bis(butoxycarbonyl)methyl]-3α-[(p-hydroxymethyl)phenyl]-7α,12α-bis(formyloxy)-24-nor-5β-chol-22(23)-ene 
• 198016-09-0 3β-[bis(butoxycarbonyl)methyl]-3α-[(p-azidomethyl)phenyl]-7α,12α-bis(formyloxy)-24-nor-5β-chol-22(23)-ene 
• 198016-07-8 3β-[bis(butoxycarbonyl)methyl]-3α-[(p-tert-butoxymethyl)phenyl]-7α,12α-bis(formyloxy)-24-nor-5β-cholan-22(23)-ene 

Downstream Products

• 198016-11-4 3β-[bis(butoxycarbonyl)methyl]-3α-[[[p-(tert-butoxycarbonyl)amino]methyl]phenyl]-7α,12α-bis(formyloxy)-24-nor-5β-cholane-22(R,S)-23-diol 
• 198016-12-5 pentafluorophenyl 3β-[bis(butoxycarbonyl)methyl]-3α-[[[p-(tert-butoxycarbonyl)amino]methyl]phenyl]-7α,12α-bis(formyloxy)-23,24-bisnor-5β-cholane-22-thiolate 

Relevant articles and documents

A New Generation of "Cholaphanes": Steroid-Derived Macrocyclic Hosts with Enhanced Solubility and Controlled Flexibility

The macrocyclic "cholaphanes" 3a - c were synthesized from the inexpensive steroid cholic acid. Like earlier relatives they feature substantial cavities with inward-directed hydroxyl groups, suitable for binding polar molecules such as carbohydrates in nonpolar media. New features are the externally directed alkyl chains, promoting solubility in organic solvents, and (in the case of 3b/c) reduced conformational freedom resulting from truncation of the steroidal side-chain. In particular, modeling shows that the smallest macrocycle 3c possesses very little flexibility, preferring an open conformation which is also revealed in the X-ray crystal structure of its pentahydrate. NMR studies indicated that all three cholaphanes form 1:1 complexes with octyl β-D-glucoside in CDCl3, with Ka = 600-1560 M-1. Cholaphanes 3b/c proved able to extract methyl β-D-glucoside from aqueous solutions into CHCl3. The transport of methyl β-D-glucoside across a chloroform barrier was also demonstrated for 3c.