(1R,2R,3R,4R)-1,4-di-benzyloxy-2,3-isopropylidenedioxy-5-methylenecyclohexane

Base Information

Chemical Name:(1R,2R,3R,4R)-1,4-di-benzyloxy-2,3-isopropylidenedioxy-5-methylenecyclohexane
CAS No.:274692-79-4
Molecular Formula:C₂₄H₂₈O₄
Molecular Weight:380.484
Hs Code.:

Synonyms:(1R,2R,3R,4R)-1,4-di-benzyloxy-2,3-isopropylidenedioxy-5-methylenecyclohexane

Suppliers and Price of (1R,2R,3R,4R)-1,4-di-benzyloxy-2,3-isopropylidenedioxy-5-methylenecyclohexane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2R,3R,4R)-1,4-di-benzyloxy-2,3-isopropylidenedioxy-5-methylenecyclohexane

Chemical Property:

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Technology Process of (1R,2R,3R,4R)-1,4-di-benzyloxy-2,3-isopropylidenedioxy-5-methylenecyclohexane

There total 4 articles about (1R,2R,3R,4R)-1,4-di-benzyloxy-2,3-isopropylidenedioxy-5-methylenecyclohexane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 274692-78-3
(2R,3R,4R,5R)-2,5-di-benzyloxy-3,4-(isopropylidenedioxy)cyclohexan-1-one

: 274692-79-4
(1R,2R,3R,4R)-1,4-di-benzyloxy-2,3-isopropylidenedioxy-5-methylenecyclohexane

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at 5 ℃; for 30h;
DOI:10.1002/1099-0690(200004)2000:7<1285::AID-EJOC1285>3.0.CO;2-Z

Reference yield:

: 188839-35-2,173828-64-3
D-1,6-O-(1-methylethylidene)-2,5-bis-O-(phenylmethyl)-allo-inositol

: 274692-79-4
(1R,2R,3R,4R)-1,4-di-benzyloxy-2,3-isopropylidenedioxy-5-methylenecyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride; triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 99 mg / NaIO₄; ruthenium trichloride / CCl₄; acetonitrile; H₂O / 1 h / 0 °C

3.1: tBuOK / tetrahydrofuran / 1.5 h / 20 °C

3.2: 86 percent / H₂SO₄ / tetrahydrofuran; H₂O / 0.5 h / 20 °C

4.1: 85 percent / KHMDS / tetrahydrofuran / 30 h / 5 °C

With ruthenium trichloride; sodium periodate; thionyl chloride; potassium tert-butylate; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetonitrile; 1.1: Condensation / 2.1: Oxidation / 3.1: Ring cleavage / 3.2: Elimination / 4.1: Wittig olefination;
DOI:10.1002/1099-0690(200004)2000:7<1285::AID-EJOC1285>3.0.CO;2-Z

Reference yield:

: (3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-6,6-dimethyl-hexahydro-1,3,5,7-tetraoxa-2-thia-s-indacene 2-oxide

: 274692-79-4
(1R,2R,3R,4R)-1,4-di-benzyloxy-2,3-isopropylidenedioxy-5-methylenecyclohexane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 mg / NaIO₄; ruthenium trichloride / CCl₄; acetonitrile; H₂O / 1 h / 0 °C

2.1: tBuOK / tetrahydrofuran / 1.5 h / 20 °C

2.2: 86 percent / H₂SO₄ / tetrahydrofuran; H₂O / 0.5 h / 20 °C

3.1: 85 percent / KHMDS / tetrahydrofuran / 30 h / 5 °C

With ruthenium trichloride; sodium periodate; potassium tert-butylate; potassium hexamethylsilazane; In tetrahydrofuran; tetrachloromethane; water; acetonitrile; 1.1: Oxidation / 2.1: Ring cleavage / 2.2: Elimination / 3.1: Wittig olefination;
DOI:10.1002/1099-0690(200004)2000:7<1285::AID-EJOC1285>3.0.CO;2-Z