2-((E)-6-{2-[Benzyloxy-(5-hydroxymethyl-furan-2-yl)-methyl]-[1,3]dithian-2-yl}-4-methyl-hex-3-enyl)-malonic acid dimethyl ester

Base Information

Chemical Name:2-((E)-6-{2-[Benzyloxy-(5-hydroxymethyl-furan-2-yl)-methyl]-[1,3]dithian-2-yl}-4-methyl-hex-3-enyl)-malonic acid dimethyl ester
CAS No.:226879-40-9
Molecular Formula:C₂₉H₃₈O₇S₂
Molecular Weight:562.749
Hs Code.:

Synonyms:2-((E)-6-{2-[Benzyloxy-(5-hydroxymethyl-furan-2-yl)-methyl]-[1,3]dithian-2-yl}-4-methyl-hex-3-enyl)-malonic acid dimethyl ester

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Chemical Property of 2-((E)-6-{2-[Benzyloxy-(5-hydroxymethyl-furan-2-yl)-methyl]-[1,3]dithian-2-yl}-4-methyl-hex-3-enyl)-malonic acid dimethyl ester

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Technology Process of 2-((E)-6-{2-[Benzyloxy-(5-hydroxymethyl-furan-2-yl)-methyl]-[1,3]dithian-2-yl}-4-methyl-hex-3-enyl)-malonic acid dimethyl ester

There total 9 articles about 2-((E)-6-{2-[Benzyloxy-(5-hydroxymethyl-furan-2-yl)-methyl]-[1,3]dithian-2-yl}-4-methyl-hex-3-enyl)-malonic acid dimethyl 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: 93.0%

: 226879-39-6
2-[(E)-6-(2-{Benzyloxy-[5-(tetrahydro-pyran-2-yloxymethyl)-furan-2-yl]-methyl}-[1,3]dithian-2-yl)-4-methyl-hex-3-enyl]-malonic acid dimethyl ester

: 226879-40-9
2-((E)-6-{2-[Benzyloxy-(5-hydroxymethyl-furan-2-yl)-methyl]-[1,3]dithian-2-yl}-4-methyl-hex-3-enyl)-malonic acid dimethyl ester

Guidance literature:: With toluene-4-sulfonic acid; In methanol;
DOI:10.1016/S0040-4039(99)00323-8

Reference yield:

: 226879-30-7
5-((tert-butyldiphenylsilyl)oxy)-2-methylpent-1-en-3-ol

: 226879-40-9
2-((E)-6-{2-[Benzyloxy-(5-hydroxymethyl-furan-2-yl)-methyl]-[1,3]dithian-2-yl}-4-methyl-hex-3-enyl)-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 80 percent / PrCOOH / 140 °C

2.1: 95 percent / DIBALH / CH₂Cl₂

3.1: 80 percent / BF₃*Et₂O / CH₂Cl₂

4.1: BuLi / tetrahydrofuran / 0.5 h / 0 - 23 °C

4.2: 80 percent / tetrahydrofuran / 1 h / -78 °C

5.1: 82 percent / NaH / tetrahydrofuran

6.1: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran

7.1: Et₃N / CH₂Cl₂

8.1: KI / tetrahydrofuran; dimethylformamide / 70 °C

9.1: 93 percent / p-toluenesulfonic acid / methanol

With n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; potassium iodide; butyric acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Reduction / 3.1: Condensation / 4.1: Metallation / 4.2: Addition / 5.1: Substitution / 6.1: Substitution / 7.1: Substitution / 8.1: Substitution / 9.1: Hydrolysis;
DOI:10.1016/S0040-4039(99)00323-8

Reference yield:

: 226879-32-9
(E)-4-methyl-7-(tert-butyldiphenylsilyl)oxyhept-3-en-1-al

: 226879-40-9
2-((E)-6-{2-[Benzyloxy-(5-hydroxymethyl-furan-2-yl)-methyl]-[1,3]dithian-2-yl}-4-methyl-hex-3-enyl)-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / BF₃*Et₂O / CH₂Cl₂

2.1: BuLi / tetrahydrofuran / 0.5 h / 0 - 23 °C

2.2: 80 percent / tetrahydrofuran / 1 h / -78 °C

3.1: 82 percent / NaH / tetrahydrofuran

4.1: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran

5.1: Et₃N / CH₂Cl₂

6.1: KI / tetrahydrofuran; dimethylformamide / 70 °C

7.1: 93 percent / p-toluenesulfonic acid / methanol

With n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; triethylamine; potassium iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Metallation / 2.2: Addition / 3.1: Substitution / 4.1: Substitution / 5.1: Substitution / 6.1: Substitution / 7.1: Hydrolysis;
DOI:10.1016/S0040-4039(99)00323-8