Acetic acid (S)-[(3R,4S)-4-((R)-benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester

Base Information

• Chemical Name: Acetic acid (S)-[(3R,4S)-4-((R)-benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester
• CAS No.: 143813-33-6
• Molecular Formula: C₂₃H₂₄O₉
• Molecular Weight: 444.438

Synonyms:Acetic acid (S)-[(3R,4S)-4-((R)-benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester

Chemical Property of Acetic acid (S)-[(3R,4S)-4-((R)-benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of Acetic acid (S)-[(3R,4S)-4-((R)-benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester

There total 2 articles about Acetic acid (S)-[(3R,4S)-4-((R)-benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester 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 (R)-[(3R,4S)-4-(benzo[1,3]dioxole-5-carbonyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester (143813-31-4,143840-17-9) → Acetic acid (S)-[(3R,4S)-4-((R)-benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester (143813-33-6)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -50 ℃; Yield given;

DOI:10.1016/S0040-4039(00)60114-4

Reference yield:

(3R,4S)-4-(1,3-benzodioxol-5-ylcarbonyl)-3-[(R)-1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]tetrahydro-2-furanone (181657-90-9) → Acetic acid (S)-[(3R,4S)-4-((R)-benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester (143813-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 5 percent / TFA / CH₂Cl₂ / 6 h / 0 °C

2: L-Selectride / tetrahydrofuran / -50 °C

With L-Selectride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)60114-4

Reference yield: 73.0%

Acetic acid (S)-[(3R,4S)-4-((R)-benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester (143813-33-6) → Acetic acid (1S,2S,3S,4R)-4-benzo[1,3]dioxol-5-yl-1-(3,4-dimethoxy-phenyl)-4-hydroxy-2,3-bis-hydroxymethyl-butyl ester

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)60114-4

upstream raw materials:

Acetic acid (R)-[(3R,4S)-4-(benzo[1,3]dioxole-5-carbonyl)-2-oxo-tetrahydro-furan-3-yl]-(3,4-dimethoxy-phenyl)-methyl ester

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

Downstream raw materials:

(1β,5β)-2α-(3,4-dimethoxyphenyl)-6β-(1,3-benzodioxole-5-yl)-3,7-dioxabicyclo[3.3.0]octane

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