(3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone

Base Information

Chemical Name:(3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone
CAS No.:181657-90-9
Molecular Formula:C₂₁H₂₀O₈
Molecular Weight:400.385
Hs Code.:

Synonyms:(3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone

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Chemical Property of (3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone

Chemical Property:

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Technology Process of (3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone

There total 3 articles about (3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone 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:

: (R)-Benzo[1,3]dioxol-5-yl-{(3R,4R)-4-[(3,4-dimethoxy-phenyl)-hydroxy-methyl]-5-oxo-tetrahydro-furan-3-yl}-[((4S,5S)-2,2-dimethyl-4-phenyl-[1,3]dioxan-5-yl)-methyl-amino]-acetonitrile

: 181657-90-9
(3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone

: (3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(S)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone

Guidance literature:: With silver nitrate; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.75h;
DOI:10.1055/s-2002-20967

Reference yield:

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 181657-90-9
(3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiCl; LDA / tetrahydrofuran / 1.5 h / -78 °C

1.2: tetrahydrofuran / 0.33 h / -100 °C

2.1: 600 mg / aq. AgNO₃ / tetrahydrofuran; diethyl ether / 0.75 h / 20 °C

With silver nitrate; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;
DOI:10.1055/s-2002-20967

Reference yield:

: 181475-12-7
(R)-Benzo[1,3]dioxol-5-yl-[((4S,5S)-2,2-dimethyl-4-phenyl-[1,3]dioxan-5-yl)-methyl-amino]-((R)-5-oxo-tetrahydro-furan-3-yl)-acetonitrile

: 181657-90-9
(3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiCl; LDA / tetrahydrofuran / 1.5 h / -78 °C

1.2: tetrahydrofuran / 0.33 h / -100 °C

2.1: 600 mg / aq. AgNO₃ / tetrahydrofuran; diethyl ether / 0.75 h / 20 °C

With silver nitrate; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;
DOI:10.1055/s-2002-20967