78844-86-7

Basic information

• Product Name: REL-(1R,5R,6S)-3-METHOXYCARBONYL-7-OXABICYCLO[4.1.0]-HEPT-2-EN-5-OL
• Synonyms: REL-(1R,5R,6S)-3-METHOXYCARBONYL-7-OXABICYCLO[4.1.0]-HEPT-2-EN-5-OL
• CAS NO: 78844-86-7
• Molecular Formula: C₈H₁₀O₄
• Molecular Weight: 170.163
• Mol File: 78844-86-7.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: REL-(1R,5R,6S)-3-METHOXYCARBONYL-7-OXABICYCLO[4.1.0]-HEPT-2-EN-5-OL(CAS DataBase Reference)
• NIST Chemistry Reference: REL-(1R,5R,6S)-3-METHOXYCARBONYL-7-OXABICYCLO[4.1.0]-HEPT-2-EN-5-OL(78844-86-7)
• EPA Substance Registry System: REL-(1R,5R,6S)-3-METHOXYCARBONYL-7-OXABICYCLO[4.1.0]-HEPT-2-EN-5-OL(78844-86-7)

Safety Data

• Hazardous Substances Data: 78844-86-7(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 78844-86-7 rac-(1R,5R,6S)-3-methoxycarbonyl-7-oxabicyclo[4.1.0]hept-2-en-5-ol 
• 90687-26-6 (+/-)-methyl-5-β-O-t-butyldimethylsilyloxycyclohexa-1,3-dienoate 
• 83604-09-5 methyl 7-oxabicyclo<4.1.0>hept-3-ene-3-carboxylate 
• 78844-89-0 methyl 3-deoxyshikimate 
• 50983-21-6 1,4-Cyclohexadien-1-carbonsaeure-methylester 
• 84752-05-6 7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic chloride 
• 89678-08-0 rac-(1R,2R,3R,6R,7S)-2-iodo-4,8-dioxatricyclo[4.2.1.0^3,7]nonan-5-one 
• 17791-32-1 7-Oxabicyclo<2.2.1>hept-5-en-2-carbonsaeure-methylester 
• 81763-39-5 exo-2,3-epoxy-6-methoxycarbonyl-7-oxabicyclo<2.2.1>heptane 
• 3409-31-2 methyl cis-4,5-diacetoxy-cyclohexene-1-carboxylate 
• 40983-58-2 methyl shikimate 
• 179738-32-0 Benzoic acid (1S,2S,6R)-2-chloro-6-hydroxy-4-methoxycarbonyl-cyclohex-3-enyl ester 
• 141318-30-1 (1R,4R,5R,6R,8S)-5-iodo-3,7-dioxatricyclo<4.2.1.0_4,8>nonan-2-one 

Downstream Products

• 494195-98-1 (1S,5S,6R)-5-acetoxy-3-methoxycarbonyl-7-oxabicyclo[4.1.0]hept-2-ene 
• 4372-89-8 methyl (3R*,4R*,5S*)-3,4,5-trihydroxy-1-cyclohexenecarboxylate 
• 80631-83-0 2-((1R,5S,6S)-6-Benzoyloxy-5-bromo-3-methoxycarbonyl-cyclohex-2-enyloxy)-2-dimethylaminomethyl-malonic acid dimethyl ester 
• 80631-80-7 methyl (1α,5α,6α)-5--8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene-3-carboxylate 
• 80631-79-4 2-Hydroxy-2-((3aR,4R,7aR)-6-methoxycarbonyl-2-phenyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-malonic acid dimethyl ester 
• 80631-82-9 methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate 
• 80631-84-1 methyl (3β,4α,5β)-3-<<1-(methoxycarbonyl)ethenyl>oxy>-4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate 
• 80631-86-3 (3S,4R,5R)-4-Hydroxy-3-(1-methoxycarbonyl-vinyloxy)-5-phenylselanyl-cyclohex-1-enecarboxylic acid methyl ester 
• 80631-78-3 methyl (1α,5α,6α)-5-hydroxy-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene-3-carboxylate 
• 80631-87-4 dimethyl chlorismate 
• 80657-95-0 chorismic acid 
• 83604-12-0 methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate 
• 83604-13-1 (4aR,8S,8aS)-3-Methylene-2-oxo-8-phenylselanyl-2,3,4a,7,8,8a-hexahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester 
• 16929-33-2 methyl 3-[(3-methoxy-3-oxoprop-1-en-2-yl)oxy]benzoate 

Relevant articles and documents

Total synthesis of epoxyquinols A, B, and C and epoxytwinol A and the reactivity of a 2H-pyran derivative as the diene component in the Diels-Alder reaction

(Chemical Equation Presented). Full details of two versions of the total synthesis of epoxyquinols A, B, and C and epoxytwinol A (RKB-3564D) are described. In the first-generation synthesis, the HfCL4-mediated diastereoselective Diels-Alder rea

A practical total synthesis of both enantiomers of epoxyquinols A and B

A practical total synthesis of both enantiomers of epoxyquinols A and B has been developed. Key reactions are the chromatography-free preparation of an iodolactone by using acryloyl chloride as dienophile in the Diels-Alder reaction of furan, the lipase-mediated kinetic resolution of a cyclohexenol derivative, and a modified procedure for α-iodonation of a cyclohexenone.

Synthesis of (3R)- and (3S)-fluoro-(4R,5R)-dihydroxy-1-cyclohexene-1- carboxylic acids: The (3R)- and (3S)-fluoro analogues of (-)-shikimic acid

(3R)-and (3S)-Fluoro-(4R,5R)-dihydroxy-1-cyclohexene-1-carboxylic acids (the (3R)- and (3S)-fluoro analogues of (-)-shikimic acid) have been synthesised from (-)-shikimic acid via an intermediate epoxide (a fungal metabolite from Chalara microspora) that