Production Method 1

101489-32-1

93675-85-5

Reaction Conditions

1.1 Catalysts: Hesperidinase

Reference

Biogenesis-like transformation of salidroside to rengyol and its related cyclohexylethanoids of Forsythia suspensa

Endo, Katsuya; Seya, Kazuhiko; Hikino, Hiroshi, Tetrahedron, 1989, 45(12), 3673-82

Production Method 2

1033080-21-5

93675-85-5

Reaction Conditions

1.1 Reagents: Acetic acid, anhydride with hypobromous acid Solvents: Dichloromethane ;  5 min, 0 °C
1.2 Reagents: (Trifluoromethyl)benzene ;  25 min
1.3 Reagents: Silver carbonate Solvents: Dichloromethane ;  4 h, rt
1.4 Reagents: Acetic acid Solvents: Water ;  15 min, rt
1.5 Reagents: Potassium carbonate Solvents: Methanol ;  18 h, rt
1.6 Solvents: Acetone ,  Dichloromethane ;  20 min, rt

Reference

1,3-Diol Synthesis via Controlled, Radical-Mediated C-H Functionalization

Chen, Ke; Richter, Jeremy M.; Baran, Phil S., Journal of the American Chemical Society, 2008, 130(23), 7247-7249

Production Method 3

93675-85-5

Reaction Conditions

Reference

A stereocontrolled route to cyclohexylethanoid natural products

Honzumi, Masatoshi; Kamikubo, Takashi; Ogasawara, Kunio, Synlett, 1998, (9), 1001-1003

Production Method 4

94414-03-6

93675-85-5

501-94-0

101489-38-7

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Methanol

Reference

Photochemical synthesis of halleridone, hallerone, rengyol and derivatives

Breton, Jose L.; Llera, Laura D.; Navarro, Eduardo; Trujillo, Juan, Tetrahedron, 1987, 43(19), 4447-51

Production Method 5

894074-67-0

93675-85-5

Reaction Conditions

1.1 Catalysts: Palladium Solvents: Ethanol ,  Cyclohexene ;  1 h, reflux

Reference

Chemo enzymatic synthesis of Rengyol and Isorengyol

Kobler, Christoph; Effenberger, Franz, Tetrahedron, 2006, 62(20), 4823-4828

Production Method 6

113931-86-5

93675-85-5

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol

Reference

Stereostructure of rengyol and isorengyol, phenylethanoids of Forsythia suspensa

Endo, Katsuya; Seya, Kazuhiko; Hikino, Hiroshi, Tetrahedron, 1987, 43(12), 2681-8

Production Method 7

81053-18-1

93675-85-5

101489-38-7

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Diethyl ether ;  20 min, cooled; 30 min, rt; 2 h, reflux

Reference

Chemo-enzymic preparation of rengyoside-A, -B, isorengyoside and preparation of their aglycons

Soriente, Annunziata; Della Rocca, Anna; Sodano, Guido; Trincone, Antonio, Tetrahedron, 1997, 53(13), 4693-4702

Production Method 8

93675-85-5

Reaction Conditions

Reference

Integrated syntheses of polyoxygenated cyclohexanoid natural products using 1,4-dioxycyclohexenoid chiral building blocks

Hiroya, Kou; Honzumi, Masatoshi; Kamikubo, Takashi; Nakashima, Hiromi; Taniguchi, Takahiko; et al, Tennen Yuki Kagobutsu Toronkai Koen Yoshishu, 1999, 41, 331-336

Production Method 9

1033080-21-5

93675-85-5

101489-38-7

Reaction Conditions

1.1 Reagents: Acetic acid, anhydride with hypobromous acid Solvents: Dichloromethane ;  0 °C; 5 min
1.2 Reagents: Trifluorotoluene ;  25 min; 25 min
1.3 Reagents: Silver carbonate ;  4 h, rt

Reference

Synthesis of 1,3-diols via controlled, radical-mediated C-H functionalization

, World Intellectual Property Organization, , ,

Rengyol Raw materials

• b-D-Glucopyranoside,2-(cis-1,4-dihydroxycyclohexyl)ethyl (9CI)
• 4-[2-(acetyloxy)ethyl]-4-hydroxy-2,5-cyclohexadien-1-one
• 2-Cyclohexene-1,4-diol, 1-(2-hydroxyethyl)-, cis- (9CI)
• cis-1-Hydroxy-4-(phenylmethoxy)cyclohexaneethanol
• ethyl 2-(1-hydroxy-4-oxo-cyclohexyl)acetate
• 2-[cis-4-(Acetyloxy)cyclohexyl]ethyl N-(2,2,2-trifluoroethyl)carbamate

Rengyol Preparation Products

• Rengyol (93675-85-5)
• Tyrosol (501-94-0)
• 1,4-Cyclohexanediol,1-(2-hydroxyethyl)-, trans- (101489-38-7)

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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Cyclohexanols

• 5001-18-3(1,3-Adamantanediol)
• 155348-06-4(4-(2-Hydroxypropan-2-yl)-1-methylcyclohexane-1,3-diol)
• 107-41-5(Hexylene glycol)
• 768-95-6(1-Adamantanol)
• 3564-98-5(Menthoglycol)
• 42822-86-6(2-Hydroxy-a,a,4-trimethylcyclohexanemethanol)
• 1940-18-7(1-Ethylcyclohexanol)
• 590-67-0(1-Methylcyclohexanol)
• 5445-24-9(1-n-Propylcyclohexanol)
• 5445-30-7(1-Butylcyclohexanol)