(S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol

Base Information

Chemical Name:(S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol
CAS No.:889662-74-2
Molecular Formula:C₁₆H₂₂O₆
Molecular Weight:310.347
Hs Code.:

Synonyms:(S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol

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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 (S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol

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Technology Process of (S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol

There total 1 articles about (S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol 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: 14.7%

: 104-92-7
1-bromo-4-methoxy-benzene

: 18968-51-9,43138-66-5,63522-21-4,816444-37-8
1,2-O-isopropylidene-3-O-methyl-α-D-xylo-pentodialdo-1,4-furanose

: (R)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol

: 889662-74-2
(S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol

Guidance literature:: 1-bromo-4-methoxy-benzene; With magnesium; In tetrahydrofuran; for 1h; Heating;

1,2-O-isopropylidene-3-O-methyl-α-D-xylo-pentodialdo-1,4-furanose; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1021/jo052418r

Reference yield: 75.0%

: 889662-74-2
(S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol

: 762-72-1
allyl-trimethyl-silane

: 889662-80-0
(3aR,5R,6S,6aR)-tetrahydro-6-methoxy-5-((R)-1-(4-methoxyphenyl)but-3-enyl)-2,2-dimethylfuro[3,2-d][1,3]dioxol

Guidance literature:: With zirconium(IV) chloride; In acetonitrile; at 20 ℃; for 0.666667h;
DOI:10.1021/jo052418r

Reference yield:

: 889662-74-2
(S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol

: 889662-95-7
(R)-3-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-3-(4-methoxyphenyl)propan-1-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 75 percent / ZrCl₄ / acetonitrile / 0.67 h / 20 °C

2.1: ozone / CH₂Cl₂ / -78 °C

2.2: Me₂S / CH₂Cl₂ / 1 h / 25 °C

3.1: MgSO₄ / CH₂Cl₂ / 10 h / 20 °C

4.1: 0.86 g / NaBH₄ / methanol / 3 h / 20 °C

5.1: H₂ / Pd-C / methanol / 12 h / 20 °C

With sodium tetrahydroborate; hydrogen; zirconium(IV) chloride; magnesium sulfate; ozone; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo052418r