(1S,5R,6S)-6-ethyl 3-methyl 4-phenyl-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate

Base Information

Chemical Name:(1S,5R,6S)-6-ethyl 3-methyl 4-phenyl-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate
CAS No.:872056-71-8
Molecular Formula:C₁₆H₁₆O₅
Molecular Weight:288.3
Hs Code.:

Synonyms:(1S,5R,6S)-6-ethyl 3-methyl 4-phenyl-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate

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Chemical Property of (1S,5R,6S)-6-ethyl 3-methyl 4-phenyl-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate

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Technology Process of (1S,5R,6S)-6-ethyl 3-methyl 4-phenyl-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate

There total 3 articles about (1S,5R,6S)-6-ethyl 3-methyl 4-phenyl-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate 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: 86.0%

: 872056-70-7
(1R,5S,6S)-6-ethyl 3-methyl 4-bromo-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate

: 98-80-6
phenylboronic acid

: 872056-71-8
(1S,5R,6S)-6-ethyl 3-methyl 4-phenyl-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate

Guidance literature:: With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; Heating;
DOI:10.1021/ol051457m

Reference yield:

: 872056-69-4
(1R,3S,4R,5S,6S)-6-ethyl 3-methyl 3,4-dibromo-2-oxabicyclo[3.1.0]hexane-3,6-dicarboxylate

: 872056-71-8
(1S,5R,6S)-6-ethyl 3-methyl 4-phenyl-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / DBU

2: 86 percent / K₂CO₃ / Pd(PPh₃)4 / dioxane; H₂O / Heating

With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; 2: Suzuki coupling;
DOI:10.1021/ol051457m

Reference yield:

: 302349-65-1
(1S,5S,6S)-(-)-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylic acid 6-ethyl ester 3-methyl ester

: 872056-71-8
(1S,5R,6S)-6-ethyl 3-methyl 4-phenyl-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / Br₂

2: 94 percent / DBU

3: 86 percent / K₂CO₃ / Pd(PPh₃)4 / dioxane; H₂O / Heating

With bromine; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; 3: Suzuki coupling;
DOI:10.1021/ol051457m