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

Base Information

Chemical Name:threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate
CAS No.:139501-41-0
Molecular Formula:C₂₅H₃₀O₈
Molecular Weight:458.508
Hs Code.:

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

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

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

There total 6 articles about threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate 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: 92.0%

: 108-24-7
acetic anhydride

: 139501-40-9
(-)-(2R,3R)-2-(3',4'-methylenedioxybenzyl)-3-(3'',4''-dimethoxybenzyl)butanediol

: 139501-41-0
threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃;
DOI:10.3184/030823409X12506792542747

Reference yield: 76.0%

: 108-24-7
acetic anhydride

: 139501-40-9,139562-81-5
(+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl) butane

: 126380-09-4,139501-41-0,139562-82-6
(+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-2,3-diacetoxy methyl butane

Guidance literature:: With pyridine;
DOI:10.1016/S0040-4020(01)81005-X

Reference yield:

: 120-57-0,30024-74-9
piperonal

: 126380-09-4,139501-41-0,139562-82-6
(+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-2,3-diacetoxy methyl butane

Guidance literature:: Multi-step reaction with 5 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

5: 76 percent / pyridine

With pyridine; lithium aluminium tetrahydride; Raney Ni-Al alloy; In tetrahydrofuran; methanol; sodium hydroxide; diethyl ether;
DOI:10.1016/S0040-4020(01)81005-X