5709-99-9

Basic information

• Product Name: 3-Cyclohexene-1-methanol, (R)-
• CAS NO: 5709-99-9
• Molecular Formula: C7H12O
• Molecular Weight: 112.172
• Mol File: 5709-99-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 3-Cyclohexene-1-methanol, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyclohexene-1-methanol, (R)-(5709-99-9)
• EPA Substance Registry System: 3-Cyclohexene-1-methanol, (R)-(5709-99-9)

Safety Data

• Hazardous Substances Data: 5709-99-9(Hazardous Substances Data)

Upstream product

• 72526-00-2 (-)-8-phenylmenthyl acrylate 
• 106-99-0 buta-1,3-diene 
• 127604-94-8 3-Cyclohexene-1-carboxylic acid (S)-pantolactone ester 
• 4771-80-6 1,2,5,6-tetrahydrobenzoic acid 
• 6493-77-2 (R)-(+)-methyl 3-cyclohexene-1-carboxylate 
• 6493-77-2 (S)-(-)-methyl 3-cyclohexene-1-carboxylate 
• 106618-24-0 (1S,2R,3S)-3-(2,2-dimethylpropoxy)-4,7,7-trimethylbicyclo<2.2.1>hept-2-yl (1R)-cyclohex-3-ene-1-carboxylate 
• 5709-98-8 (R)-cyclohex-3-enecarboxylic acid 
• 1393559-72-2 (1,1-dioxo-2,3,6,7-tetrahydrothiepin-4-yl)methanol 
• 1393561-23-3 ethyl 2,3,6,7-tetrahydrothiepine-4-carboxylate 1,1-dioxide 
• 1393561-93-7 ethyl 2,3,6,7-tetrahydrothiepine-4-carboxylate 
• 1393561-91-5 C₁₀H₁₈O₅S₂ 
• 1393560-51-4 ethyl 5-hydroxythiepane-4-carboxylate 
• 925218-54-8 ethyl 5-oxothiepane-4-carboxylate 

Downstream Products

• 290310-93-9 (S)-cyclohex-3-en-1-yl methanesulfonate 
• 171033-99-1 (S)-4-(Iodomethyl)cyclohexene 
• 171034-00-7 (R)-4-(Iodomethyl)cyclohexene 
• 5708-19-0 (1S)-3-cyclohexenecarboxylic acid 
• 60631-76-7 (R)-1-C-(1-Cyclohexen-5-yl)carbaldehyde 
• 5709-98-8 (R)-cyclohex-3-enecarboxylic acid 
• 60631-77-8 (R)-3-Cyclohexen-1-yl-Phenyl-methan 
• 170879-60-4 (R)-2-(3-Cyclohexen-1-yl)ethyl phenyl sulfide 
• 42984-58-7 (-)-4-Vinylcyclohexene 
• 39967-33-4 (+)-4-Vinylcyclohexene 
• 221301-03-7 (1S,3S,4S)-4-{3-[(benzyloxy)methyl]-1,2,3,4-tetrahydro-5-methyl-2,4-dioxopyrimidin-1-yl}-3-{[(tert-butoxy)carbonyl]amino}cyclohexane acetic acid 
• 221301-00-4 3-[(benzyloxy)methyl]-2-{[(tert-butoxy)carbonyl]amino}-5-methyl-1-[(1S,5S,8S)-3-oxo-2-azabicyclo[3.3.1]nonan-8-yl]pyrimidine-2,4(1H,3H)-dione 

Relevant articles and documents

Enantioselective synthesis of chiral sulfones by ir-catalyzed asymmetric hydrogenation: A facile approach to the preparation of chiral allylic and homoallylic compounds

A highly efficient and enantioselective Ir-catalyzed hydrogenation of unsaturated sulfones was developed. Chiral cyclic and acyclic sulfones were produced in excellent enantioselectivities (up to 98% ee). Coupled with the Ramberg-Baecklund rearrangement, this reaction offers a novel route to chiral allylic and homoallylic compounds in excellent enantioselectivities (up to 97% ee) and high yields (up to 94%).

Nucleo-δ-peptides Derived from Conformationally Constrained Nucleo-δ-amino Acids: Preparation of Monomers

Cyclic nucleo-δ-amino-acids that constitute monomers of a conformationally constrained nucleo-δ-peptide base-pairing system have been prepared. Their synthesis starts with an enantioselectively analyzed chirogenic Diels-Alder reaction, proceeds via a regioselective ε-iodolactamisation process, and ends with a regio- as well as stereoselective introduction of nucleobases through SN2-type opening of a transiently formed N-acylaziridine ring. Extensive use of X-ray crystal-structure analysis has been made to support structure assignments.

Synthesis of a C22-34 subunit of the immunosuppressant FK-506

A new route to the C22-34 subunit of FK-506 was developed. A highly diastereoselective Diels-Alder reaction of 1,3-butadiene with the bis-acrylate of (R,R)-hydrobenzoin and subsequent saponification provided the cyclohexenecarboxylic acid 6.4 of 95% ee. Elaboration to the enal 9.2 was effected by known transformations. Enal 9.2 underwent diastereoselective and enantiospecific S(E)2' addition of allenyl stannane (S)-3.9 affording the homopropargylic alcohol 9.3 as an 85:15 syn/anti mixture. The PMB ether 9.5 was converted to the known benzylidene derivative 10.4 by sequential treatment with Red-Al, epoxidation, a second reduction with Red-Al, and oxidative benzylidene formation with DDQ.