(3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-(benzo[1,3]dioxol-5-yl-methoxymethoxy-methyl)-4-benzyloxymethyl-dihydro-furan-2-one

Base Information

Chemical Name:(3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-(benzo[1,3]dioxol-5-yl-methoxymethoxy-methyl)-4-benzyloxymethyl-dihydro-furan-2-one
CAS No.:337968-43-1
Molecular Formula:C₂₉H₂₈O₉
Molecular Weight:520.536
Hs Code.:

Synonyms:(3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-(benzo[1,3]dioxol-5-yl-methoxymethoxy-methyl)-4-benzyloxymethyl-dihydro-furan-2-one

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Chemical Property of (3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-(benzo[1,3]dioxol-5-yl-methoxymethoxy-methyl)-4-benzyloxymethyl-dihydro-furan-2-one

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Technology Process of (3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-(benzo[1,3]dioxol-5-yl-methoxymethoxy-methyl)-4-benzyloxymethyl-dihydro-furan-2-one

There total 7 articles about (3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-(benzo[1,3]dioxol-5-yl-methoxymethoxy-methyl)-4-benzyloxymethyl-dihydro-furan-2-one 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: 83.0%

: 107-30-2
chloromethyl methyl ether

: 337968-28-2
(3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-4-benzyloxymethyl-dihydro-furan-2-one

: 337968-43-1
(3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-(benzo[1,3]dioxol-5-yl-methoxymethoxy-methyl)-4-benzyloxymethyl-dihydro-furan-2-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1055/s-2001-11419

Reference yield:

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

: 337968-43-1
(3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-(benzo[1,3]dioxol-5-yl-methoxymethoxy-methyl)-4-benzyloxymethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / LiHMDS / tetrahydrofuran / -78 °C

2: 83 percent / iPr₂NEt / CH₂Cl₂

With N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2001-11419

Reference yield:

: 172796-28-0
(R)-4-((benzyloxy)methyl)dihydrofuran-2(3H)-one

: 337968-43-1
(3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-(benzo[1,3]dioxol-5-yl-methoxymethoxy-methyl)-4-benzyloxymethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / -20 - 0 °C

2: (COCl)2; DMSO; Et₃N / tetrahydrofuran / -78 - -45 °C

3: tetrahydrofuran / 0 °C

4: 69 percent / p-TsOH / benzene / 50 °C

5: 91 percent / LiHMDS / tetrahydrofuran / -78 °C

6: 83 percent / iPr₂NEt / CH₂Cl₂

With oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; benzene; 2: Swern oxidation;
DOI:10.1055/s-2001-11419