Production Method 1

100858-36-4

86087-24-3

Reaction Conditions

Reference

Product class 1: boron compounds. Product subclass 1: hydroboranes

Matteson, D. S., Science of Synthesis, 2004, 6, 5-79

Production Method 2

86087-24-3

Reaction Conditions

1.1 Reagents: Sodium hydroxide ,  Hydrogen peroxide Solvents: Water

Reference

Chiral synthesis via organoboranes. 19. The successful one-carbon homologation of heterocyclic boronate esters with high optical purity

Brown, Herbert C.; Gupta, Ashok K.; Rangaishenvi, Milind V.; Prasad, J. V. N. Vara, Heterocycles, 1989, 28(1), 283-94

Production Method 3

1191-99-7

86087-24-3

Reaction Conditions

1.1 Reagents: Boron, trihydro(N,1,7,7-tetramethyl-N-phenylbicyclo[2.2.1]heptan-2-amine)-, [T-4… Solvents: Benzene
1.2 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water
1.3 Reagents: Sodium hydroxide ,  Hydrogen peroxide

Reference

Hydroboration of prochiral olefins with chiral Lewis base-borane complexes: relationship to the mechanism of hydroboration

Narayana, Chatla; Periasamy, Mariappan, Journal of the Chemical Society, 1987, (24), 1857-9

Production Method 4

1191-99-7

86087-24-3

Reaction Conditions

1.1 Reagents: Bis[(1R,3R,4R,6S)-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl]borane Solvents: Tetrahydrofuran
1.2 Reagents: Sodium hydroxide ,  Hydrogen peroxide Solvents: Water

Reference

Hydroboration. 83. Asymmetric hydroboration of representative cis disubstituted and heterocyclic olefins with dicaranylboranes of high enantiomeric purity

Brown, Herbert C.; Prasad, J. V. N. Vara; Zaidlewicz, Marek, Journal of Organic Chemistry, 1988, 53(13), 2911-16

Production Method 5

22929-52-8

86087-24-3

Reaction Conditions

1.1 Catalysts: Carbonyl reductase Solvents: Isopropanol ,  Water ;  pH 7, 25 °C

Reference

Engineering of carbonyl reductase for asymmetric reduction of difficult-to-reduce ketone tetrahydrofuran-3-one

Lin, Ya-Ping; Su, Bing-Mei; Lin, Juan, Molecular Catalysis, 2023, 548,

Production Method 6

1191-99-7

86087-24-3

Reaction Conditions

1.1 Reagents: Bis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane Solvents: Tetrahydrofuran
1.2 Reagents: Acetaldehyde
1.3 Reagents: Sodium hydroxide ,  Hydrogen peroxide Solvents: Tetrahydrofuran

Reference

Chiral synthesis via organoboranes. 6. Hydroboration. 74. Asymmetric hydroboration of representative heterocyclic olefins with diisopinocampheylborane. Synthesis of heterocyclic boronates and heterocyclic alcohols of very high enantiomeric purity

Brown, Herbert C.; Prasad, J. V. N. Vara, Journal of the American Chemical Society, 1986, 108(8), 2049-54

Production Method 7

70005-88-8

86087-24-3

Reaction Conditions

1.1 Catalysts: p-Toluenesulfonic acid

Reference

Synthesis of enantiomerically pure (S)-(+)-3-hydroxytetrahydrofuran, and its (R)-enantiomer, from malic or tartaric acid

Tandon, Vishnu K.; Van Leusen, Albert M.; Wynberg, Hans, Journal of Organic Chemistry, 1983, 48(16), 2767-9

(3R)-oxolan-3-ol Raw materials

• Dihydrofuran-3(2H)-one
• 2,3-Dihydrofuran
• Boronic acid, [(3R)-tetrahydro-3-furanyl]-, diethyl ester (9CI)
• (R)-(+)-1,2,4-Butanetriol

(3R)-oxolan-3-ol Preparation Products

• (3R)-oxolan-3-ol (86087-24-3)

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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Tetrahydrofurans Tetrahydrofurans
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Tetrahydrofurans
• Solvents and Organic Chemicals Organic Compounds Heterocyclic Compounds

• 86087-23-2((S)-Tetrahydrofuran-3-ol)
• 4358-64-9(cis-Tetrahydrofuran-3,4-diol)
• 84976-47-6(3-Hydroxytetrahydrofuran)
• 22554-74-1(3,4-Furandiol,tetrahydro-, (3R,4R)-rel-)
• 84709-85-3((3S,4S)-Tetrahydrofuran-3,4-diol)
• 453-20-3(oxolan-3-ol)
• 104593-13-7(3-Furanol, tetrahydro-, sodium salt)
• 59727-71-8(Tetrahydrofuran-3,4-diol)
• 74217-98-4(2-Furanyl, tetrahydro-3-hydroxy-)
• 1217718-57-4((S)-(+)-3-Hydroxytetrahydrofuran-d4)