(S)-5-((1R,2R)-1-Benzyloxy-3-hydroxy-2-methyl-propyl)-dihydro-furan-2-one

Base Information

Chemical Name:(S)-5-((1R,2R)-1-Benzyloxy-3-hydroxy-2-methyl-propyl)-dihydro-furan-2-one
CAS No.:251353-68-1
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:

Synonyms:(S)-5-((1R,2R)-1-Benzyloxy-3-hydroxy-2-methyl-propyl)-dihydro-furan-2-one

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Chemical Property of (S)-5-((1R,2R)-1-Benzyloxy-3-hydroxy-2-methyl-propyl)-dihydro-furan-2-one

Chemical Property:

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Technology Process of (S)-5-((1R,2R)-1-Benzyloxy-3-hydroxy-2-methyl-propyl)-dihydro-furan-2-one

There total 8 articles about (S)-5-((1R,2R)-1-Benzyloxy-3-hydroxy-2-methyl-propyl)-dihydro-furan-2-one 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: 80.0%

: 251353-57-8
(S)-5-[(1R,2R)-1-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-dihydro-furan-2-one

: 251353-68-1
(S)-5-((1R,2R)-1-Benzyloxy-3-hydroxy-2-methyl-propyl)-dihydro-furan-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/S0040-4039(99)01322-2

Reference yield:

: 251353-52-3
5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-pent-1-en-3-ol

: 251353-68-1
(S)-5-((1R,2R)-1-Benzyloxy-3-hydroxy-2-methyl-propyl)-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH; n-BuI / tetrahydrofuran

2.1: OsO₄; NMO / H₂O; acetone

3.1: PPTS / CH₂Cl₂

4.1: CH₂Cl₂

4.2: K₂CO₃ / methanol

5.1: n-BuLi; BF₃*Et₂O / tetrahydrofuran / -78 °C

6.1: HgCl₂

7.1: K₂CO₃ / methanol

7.2: 3M HCl

8.1: 80 percent / TBAF / tetrahydrofuran

With osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; 1-iodo-butane; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; mercury dichloride; In tetrahydrofuran; methanol; dichloromethane; water; acetone; 1.1: Alkylation / 2.1: Oxidation / 3.1: Cyclization / 4.1: Ring cleavage / 4.2: Cyclization / 5.1: Addition / 6.1: Addition / 7.1: Cyclization / 7.2: Hydrolysis / 8.1: ether cleavage;
DOI:10.1016/S0040-4039(99)01322-2

Reference yield:

: ((2R,3S)-3-Benzyloxy-2-methyl-pent-4-enyloxy)-tert-butyl-diphenyl-silane

: 251353-68-1
(S)-5-((1R,2R)-1-Benzyloxy-3-hydroxy-2-methyl-propyl)-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: OsO₄; NMO / H₂O; acetone

2.1: PPTS / CH₂Cl₂

3.1: CH₂Cl₂

3.2: K₂CO₃ / methanol

4.1: n-BuLi; BF₃*Et₂O / tetrahydrofuran / -78 °C

5.1: HgCl₂

6.1: K₂CO₃ / methanol

6.2: 3M HCl

7.1: 80 percent / TBAF / tetrahydrofuran

With osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium carbonate; mercury dichloride; In tetrahydrofuran; methanol; dichloromethane; water; acetone; 1.1: Oxidation / 2.1: Cyclization / 3.1: Ring cleavage / 3.2: Cyclization / 4.1: Addition / 5.1: Addition / 6.1: Cyclization / 6.2: Hydrolysis / 7.1: ether cleavage;
DOI:10.1016/S0040-4039(99)01322-2