101906-39-2

Basic information

• Product Name: Methyl (3R,4R,5R)-3,5-Bis<(tert-butyl)dimethylsilyloxy>-4-hydroxycyclohex-1-ene-1-carboxylate
• Synonyms: Methyl (3R,4R,5R)-3,5-Bis<(tert-butyl)dimethylsilyloxy>-4-hydroxycyclohex-1-ene-1-carboxylate
• CAS NO: 101906-39-2
• Molecular Weight: 416.706
• Mol File: 101906-39-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Methyl (3R,4R,5R)-3,5-Bis<(tert-butyl)dimethylsilyloxy>-4-hydroxycyclohex-1-ene-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl (3R,4R,5R)-3,5-Bis<(tert-butyl)dimethylsilyloxy>-4-hydroxycyclohex-1-ene-1-carboxylate(101906-39-2)
• EPA Substance Registry System: Methyl (3R,4R,5R)-3,5-Bis<(tert-butyl)dimethylsilyloxy>-4-hydroxycyclohex-1-ene-1-carboxylate(101906-39-2)

Safety Data

• Hazardous Substances Data: 101906-39-2(Hazardous Substances Data)

Upstream product

• 138-59-0 shikimic acid 
• 40983-58-2 methyl shikimate 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 901129-92-8 methyl 3,5-di-O-(tert-butyldimethylsilyl)-4-O-methylsulfonylshikimate 
• 1428946-46-6 (3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methyl-4-methylene-cyclohex-1-enecarbaldehyde 
• 1428946-52-4 1α,25-dihydroxy-2-methylene-vitamin D₃ 
• 1451070-67-9 (20S)-1α,3β-bis[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(triethylsilyl)oxy]-9,10-secocholesta-5(10),8-dien-6-yne 
• 1428946-58-0 (20S)-1α,25-dihydroxy-2-methylene vitamin D₃ 
• 1451070-70-4 1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(triethylsilyl)oxy]vitamin D₃ tert-butyl dimethylsilyl ether 
• 1451070-71-5 (20S)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(triethylsilyl)oxy]vitamin D₃ tert-butyl dimethylsilyl ether 

Relevant articles and documents

An efficient synthesis of a potential (-)-reserpine intermediate from (-)-shikimic acid of the chiral pool

A highly stereoselective route to the polysubstituted chiral octahydrobenzofuran 12, a potential synthon for the E-ring core in the (-)-reserpine synthesis, is described. The α-bromo acetal 11 was obtained from inexpensive (-)-shikimic acid (3) through a series of highly stereoselective chemical reactions (Scheme). Et3B/Bu 3SnH-Mediated intramolecular radical cyclization of 11 led to compound 12 with the required configuration.

Synthesis and Biological Activity of 2-Methylene Analogues of Calcitriol and Related Compounds

In an attempt to prepare Vitamin D analogues that are superagonists, (20R)- and (20S)-isomers of 1α-hydroxy-2-methyleneVitamin D3 and 1α,25-dihydroxy-2-methyleneVitamin D3 have been synthesized. To prepare the desired A-ring dienyne

Novel and efficient syntheses of (-)-methyl 4-epi-shikimate and 4,5-epoxy-quinic and -shikimic acid derivatives as key precursors to prepare new analogues

We have developed simple methods that provide a rapid entry into the synthesis of a series of quinate and shikimate analogues, including (-)-methyl 4-epi-shikimate and the 4,5-epoxy analogues of the parent acids. Epoxy derivatives of quinic and shikimic a