(+)-(2S,3S,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<<3,4-(methylenedioxy)phenyl>bis(phenylthio)methyl>tetrahydrofuran

Base Information

• Chemical Name: (+)-(2S,3S,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<<3,4-(methylenedioxy)phenyl>bis(phenylthio)methyl>tetrahydrofuran
• CAS No.: 120040-64-4
• Molecular Formula: C₃₉H₃₂O₇S₂
• Molecular Weight: 676.811
• Mol file: 120040-64-4.mol

Synonyms:(+)-(2S,3S,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<<3,4-(methylenedioxy)phenyl>bis(phenylthio)methyl>tetrahydrofuran

Chemical Property of (+)-(2S,3S,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<<3,4-(methylenedioxy)phenyl>bis(phenylthio)methyl>tetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(2S,3S,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<<3,4-(methylenedioxy)phenyl>bis(phenylthio)methyl>tetrahydrofuran

There total 7 articles about (+)-(2S,3S,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<<3,4-(methylenedioxy)phenyl>bis(phenylthio)methyl>tetrahydrofuran 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: 78.0%

5-[Bis(phenylsulfanyl)methyl]-1,3-benzodioxole (6302-93-8) + (-)-(2R)-2-(Benzyloxy)-2,5-dihydro-4-<3,4-(methylenedioxy)benzoyl>furan (120040-59-7) → (+)-(2S,3S,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<<3,4-(methylenedioxy)phenyl>bis(phenylthio)methyl>tetrahydrofuran (120040-64-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.333333h;

DOI:10.1016/0040-4039(88)85304-8

Reference yield:

piperonal (120-57-0,30024-74-9) → (+)-(2S,3S,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<<3,4-(methylenedioxy)phenyl>bis(phenylthio)methyl>tetrahydrofuran (120040-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tributhylphosphine

2: 78 percent / n-buthyllithium / tetrahydrofuran / 0.33 h / -78 °C

With n-butyllithium; tributylphosphine; In tetrahydrofuran;

DOI:10.1016/0040-4039(88)85304-8

Reference yield:

Benzo[1,3]dioxol-5-yl-((R)-5-benzyloxy-2,5-dihydro-furan-3-yl)-methanol (120040-58-6) → (+)-(2S,3S,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<<3,4-(methylenedioxy)phenyl>bis(phenylthio)methyl>tetrahydrofuran (120040-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃ / pyridine; CH₂Cl₂ / 0.25 h / 22 °C

2: 78 percent / n-buthyllithium / tetrahydrofuran / 0.33 h / -78 °C

With chromium(VI) oxide; n-butyllithium; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1016/0040-4039(88)85304-8

upstream raw materials:

5-[Bis(phenylsulfanyl)methyl]-1,3-benzodioxole

(-)-(2R)-2-(Benzyloxy)-2,5-dihydro-4-<3,4-(methylenedioxy)benzoyl>furan

piperonal

(+)-(2R)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde

Downstream raw materials:

(-)-hinokinin

(-)-(2S,3R,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<3,4-(methylenedioxy)benzyl>tetrahydrofuran

(-)-Cubebin

(8R,8'R-)8,8'-bis-(3'4'-methylenedioxybenzyl)-tetrahydrofuran (-)-dehydroxycubebin