(-)-(2S,3R)-3-hydroxymethyl-5,6-methylenedioxy-2-(4-methoxy-2-hydroxyphenyl)-2,3-dihydrobenzofuran

Base Information

Chemical Name:(-)-(2S,3R)-3-hydroxymethyl-5,6-methylenedioxy-2-(4-methoxy-2-hydroxyphenyl)-2,3-dihydrobenzofuran
CAS No.:923591-88-2
Molecular Formula:C₁₇H₁₆O₆
Molecular Weight:316.31
Hs Code.:

Synonyms:

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Chemical Property of (-)-(2S,3R)-3-hydroxymethyl-5,6-methylenedioxy-2-(4-methoxy-2-hydroxyphenyl)-2,3-dihydrobenzofuran

Chemical Property:

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Technology Process of (-)-(2S,3R)-3-hydroxymethyl-5,6-methylenedioxy-2-(4-methoxy-2-hydroxyphenyl)-2,3-dihydrobenzofuran

There total 6 articles about (-)-(2S,3R)-3-hydroxymethyl-5,6-methylenedioxy-2-(4-methoxy-2-hydroxyphenyl)-2,3-dihydrobenzofuran 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:

: 2,2-dimethyl-7,8-methylene-2,3-dihydrobenzo[f][1,2]oxasilepin

: 923591-88-2
(-)-(2S,3R)-3-hydroxymethyl-5,6-methylenedioxy-2-(4-methoxy-2-hydroxyphenyl)-2,3-dihydrobenzofuran

Guidance literature:: Multi-step reaction with 3 steps

1: KF; [18]crown-6 ether / (+)-(R)-TolBINAP; trifluoro methanesulfonate silver / tetrahydrofuran / 3 h / -80 °C

2: osmium tetraoxide; NaIO₄ / tetrahydrofuran; H₂O; propan-2-ol / 5 h / 0 °C

3: 14 mg / LiAlH₄ / tetrahydrofuran / 1 h

With potassium fluoride; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; 18-crown-6 ether; (+)-(R)-Tol-BINAP; silver trifluoromethanesulfonate; In tetrahydrofuran; water; isopropyl alcohol;
DOI:10.1002/chem.200600332

Reference yield:

: 923591-90-6
4-methoxy-2-pivaloyloxybenzaldehyde

: 923591-88-2
(-)-(2S,3R)-3-hydroxymethyl-5,6-methylenedioxy-2-(4-methoxy-2-hydroxyphenyl)-2,3-dihydrobenzofuran

Guidance literature:: Multi-step reaction with 3 steps

1: KF; [18]crown-6 ether / (+)-(R)-TolBINAP; trifluoro methanesulfonate silver / tetrahydrofuran / 3 h / -80 °C

2: osmium tetraoxide; NaIO₄ / tetrahydrofuran; H₂O; propan-2-ol / 5 h / 0 °C

3: 14 mg / LiAlH₄ / tetrahydrofuran / 1 h

With potassium fluoride; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; 18-crown-6 ether; (+)-(R)-Tol-BINAP; silver trifluoromethanesulfonate; In tetrahydrofuran; water; isopropyl alcohol;
DOI:10.1002/chem.200600332

Reference yield:

: allyl(4,5-methylenedioxy-2-(1-propenyl)phenoxy)dimethylsilane

: 923591-88-2
(-)-(2S,3R)-3-hydroxymethyl-5,6-methylenedioxy-2-(4-methoxy-2-hydroxyphenyl)-2,3-dihydrobenzofuran

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / Grubbs catalyst 2nd generation / CH₂Cl₂ / 0.5 h / Heating

2: KF; [18]crown-6 ether / (+)-(R)-TolBINAP; trifluoro methanesulfonate silver / tetrahydrofuran / 3 h / -80 °C

3: osmium tetraoxide; NaIO₄ / tetrahydrofuran; H₂O; propan-2-ol / 5 h / 0 °C

4: 14 mg / LiAlH₄ / tetrahydrofuran / 1 h

With potassium fluoride; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; 18-crown-6 ether; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; (+)-(R)-Tol-BINAP; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; water; isopropyl alcohol;
DOI:10.1002/chem.200600332