(-)-(2R,3R)-2-(3',4'-methylenedioxybenzyl)-3-(3'',4''-dimethoxybenzyl)butanediol

Base Information

• Chemical Name: (-)-(2R,3R)-2-(3',4'-methylenedioxybenzyl)-3-(3'',4''-dimethoxybenzyl)butanediol
• CAS No.: 139501-40-9
• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.434
• Mol file: 139501-40-9.mol

Synonyms:(-)-(2R,3R)-2-(3',4'-methylenedioxybenzyl)-3-(3'',4''-dimethoxybenzyl)butanediol

Chemical Property of (-)-(2R,3R)-2-(3',4'-methylenedioxybenzyl)-3-(3'',4''-dimethoxybenzyl)butanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(2R,3R)-2-(3',4'-methylenedioxybenzyl)-3-(3'',4''-dimethoxybenzyl)butanediol

There total 22 articles about (-)-(2R,3R)-2-(3',4'-methylenedioxybenzyl)-3-(3'',4''-dimethoxybenzyl)butanediol 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: 70.0%

(+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl) butane 2,3-dicarboxylic acid dimethyl ester (86926-69-4,139501-45-4) → (+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl) butane (139501-40-9,139562-81-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Heating;

DOI:10.1016/S0040-4020(01)81005-X

Reference yield: 44.0%

(-)-(3S,4R,5R)-3-(3',4'-methylenedioxybenzyl)-4-(3'',4''-dimethoxybenzyl)-5-(1-menthyloxy)butyrolactone (140138-38-1) → (-)-(2R,3R)-2-(3',4'-methylenedioxybenzyl)-3-(3'',4''-dimethoxybenzyl)butanediol (139501-40-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 72h;

Reference yield:

piperonal (120-57-0,30024-74-9) → (+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl) butane (139501-40-9,139562-81-5)

Guidance literature:

Multi-step reaction with 4 steps

1: Stobbe condensation

2: Raney Ni-Al alloy / aq. NaOH

3: 84 percent / methanol; diethyl ether / 24 h

4: 70 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

With lithium aluminium tetrahydride; Raney Ni-Al alloy; In tetrahydrofuran; methanol; sodium hydroxide; diethyl ether;

DOI:10.1016/S0040-4020(01)81005-X

upstream raw materials:

(3R,4R,5R)-3-Benzo[1,3]dioxol-5-ylmethyl-4-(3,4-dimethoxy-benzyl)-5-(2-isopropyl-5-methyl-cyclohexyloxy)-dihydro-furan-2-one

(-)-(3S,4R,5R)-3-(3',4'-methylenedioxybenzyl)-4-(3'',4''-dimethoxybenzyl)-5-(1-menthyloxy)butyrolactone

4-[Bis(phenylsulfanyl)methyl]-1,2-dimethoxybenzene

5-(iodomethyl)benzo[d][1,3]dioxole

Downstream raw materials:

threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate

(-)-5-{[(3R,4R)-4-(3,4-dimethoxybenzyl)-tetrahydro-3-furanyl]methyl}-1,3-benzodioxole

(-)-saururenin

(+)-5-[2-(2R,3R)-4-(3,4-dimethoxybenzyl)-2,3-bis(methoxymethyl)-butyl]-1,3-benzodioxole