(1S,3R,4R,5R)-4-hydroxy-3-hydroxymethyl-1-phenyl-2,6-dioxabicyclo[3.3.0]octane

Base Information

Chemical Name:(1S,3R,4R,5R)-4-hydroxy-3-hydroxymethyl-1-phenyl-2,6-dioxabicyclo[3.3.0]octane
CAS No.:660410-50-4
Molecular Formula:C₁₃H₁₆O₄
Molecular Weight:236.268
Hs Code.:

Synonyms:(1S,3R,4R,5R)-4-hydroxy-3-hydroxymethyl-1-phenyl-2,6-dioxabicyclo[3.3.0]octane

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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 (1S,3R,4R,5R)-4-hydroxy-3-hydroxymethyl-1-phenyl-2,6-dioxabicyclo[3.3.0]octane

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Technology Process of (1S,3R,4R,5R)-4-hydroxy-3-hydroxymethyl-1-phenyl-2,6-dioxabicyclo[3.3.0]octane

There total 6 articles about (1S,3R,4R,5R)-4-hydroxy-3-hydroxymethyl-1-phenyl-2,6-dioxabicyclo[3.3.0]octane 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:

: Acetic acid (2R,3R,3aR,6aS)-2-hydroxymethyl-6a-phenyl-hexahydro-furo[3,2-b]furan-3-yl ester

: 660410-50-4
(1S,3R,4R,5R)-4-hydroxy-3-hydroxymethyl-1-phenyl-2,6-dioxabicyclo[3.3.0]octane

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; at 0 ℃; for 1h;
DOI:10.1021/ja037211z

Reference yield:

: (3aS,5R,6R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3a-phenyl-hexahydro-furo[3,2-b]furan-2,6-diol

: 660410-50-4
(1S,3R,4R,5R)-4-hydroxy-3-hydroxymethyl-1-phenyl-2,6-dioxabicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / pyridine / 39 h / 20 °C

2.1: Et₃SiH / CH₂Cl₂ / 0.25 h / 20 °C

2.2: 81 percent / CF₃SO₃SiMe₃ / CH₂Cl₂ / 1 h / 0 °C

3.1: TBAF / tetrahydrofuran / 20 °C

4.1: NaOH / tetrahydrofuran; methanol / 1 h / 0 °C

With pyridine; triethylsilane; sodium hydroxide; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja037211z

Reference yield:

: 389633-40-3
(1R,3R,4R,5R,7RS)-1-phenyl-3-(tert-butyldiphenylsilyloxymethyl)-4,7-diacetoxy-2,6-dioxabicylco[3.3.0]octane

: 660410-50-4
(1S,3R,4R,5R)-4-hydroxy-3-hydroxymethyl-1-phenyl-2,6-dioxabicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃SiH / CH₂Cl₂ / 0.25 h / 20 °C

1.2: 81 percent / CF₃SO₃SiMe₃ / CH₂Cl₂ / 1 h / 0 °C

2.1: TBAF / tetrahydrofuran / 20 °C

3.1: NaOH / tetrahydrofuran; methanol / 1 h / 0 °C

With triethylsilane; sodium hydroxide; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja037211z