(1S,2R)-5-(4-methoxyphenylmethoxy)-1,3-dioxabicyclo[4.3.0]non-7-en-2-one

Base Information

Chemical Name:(1S,2R)-5-(4-methoxyphenylmethoxy)-1,3-dioxabicyclo[4.3.0]non-7-en-2-one
CAS No.:380488-82-4
Molecular Formula:C₁₅H₁₆O₅
Molecular Weight:276.289
Hs Code.:

Synonyms:(1S,2R)-5-(4-methoxyphenylmethoxy)-1,3-dioxabicyclo[4.3.0]non-7-en-2-one

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Chemical Property of (1S,2R)-5-(4-methoxyphenylmethoxy)-1,3-dioxabicyclo[4.3.0]non-7-en-2-one

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Technology Process of (1S,2R)-5-(4-methoxyphenylmethoxy)-1,3-dioxabicyclo[4.3.0]non-7-en-2-one

There total 9 articles about (1S,2R)-5-(4-methoxyphenylmethoxy)-1,3-dioxabicyclo[4.3.0]non-7-en-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: 69.0%

: 530-62-1
1,1'-carbonyldiimidazole

: 380488-81-3
(1S,2R)-1-(4-methoxyphenylmethoxy)-1-hydroxymethylcyclopent-3-en-2-ol

: 380488-82-4
(1S,2R)-5-(4-methoxyphenylmethoxy)-1,3-dioxabicyclo[4.3.0]non-7-en-2-one

Guidance literature:: In benzene; for 4h; Heating;
DOI:10.1021/jo010718c

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 380488-82-4
(1S,2R)-5-(4-methoxyphenylmethoxy)-1,3-dioxabicyclo[4.3.0]non-7-en-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 86 percent / NaH / tetrahydrofuran / 6 h / 20 °C

2.1: 75 percent / 0.8percent H₂SO₄ / methanol / 10 h / 20 °C

3.1: Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

4.1: 64 percent / NaI / butan-2-one / 8 h / Heating

5.1: 80 percent / Grubbs' catalyst / CH₂Cl₂ / 6 h / 20 °C

6.1: 3.17 g / 0.4percent H₂SO₄ / dioxane / 2 h / Heating

7.1: NaIO₄; SiO₂ / CH₂Cl₂ / 1 h / 20 °C

7.2: 70 percent / NaBH₄ / methanol / 1 h / 20 °C

8.1: 69 percent / benzene / 4 h / Heating

With dmap; sodium periodate; silica gel; sodium hydride; triethylamine; sodium iodide; Grubbs catalyst first generation; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; butanone; benzene;
DOI:10.1021/jo010718c

Reference yield:

: 175877-45-9
3-C-allyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

: 380488-82-4
(1S,2R)-5-(4-methoxyphenylmethoxy)-1,3-dioxabicyclo[4.3.0]non-7-en-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 86 percent / NaH / tetrahydrofuran / 6 h / 20 °C

2.1: 75 percent / 0.8percent H₂SO₄ / methanol / 10 h / 20 °C

3.1: Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

4.1: 64 percent / NaI / butan-2-one / 8 h / Heating

5.1: 80 percent / Grubbs' catalyst / CH₂Cl₂ / 6 h / 20 °C

6.1: 3.17 g / 0.4percent H₂SO₄ / dioxane / 2 h / Heating

7.1: NaIO₄; SiO₂ / CH₂Cl₂ / 1 h / 20 °C

7.2: 70 percent / NaBH₄ / methanol / 1 h / 20 °C

8.1: 69 percent / benzene / 4 h / Heating

With dmap; sodium periodate; silica gel; sodium hydride; triethylamine; sodium iodide; Grubbs catalyst first generation; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; butanone; benzene;
DOI:10.1021/jo010718c