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

Base Information

Chemical Name:(1S,3R,4S,5S,6S)-6-ethyl 3-methyl 4-phenethyl-2-oxabicyclo[3.1.0]hexane-3,6-dicarboxylate
CAS No.:872056-80-9
Molecular Formula:C₁₈H₂₂O₅
Molecular Weight:318.37
Hs Code.:

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

Suppliers and Price of (1S,3R,4S,5S,6S)-6-ethyl 3-methyl 4-phenethyl-2-oxabicyclo[3.1.0]hexane-3,6-dicarboxylate

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

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 4 articles about (1S,3R,4S,5S,6S)-6-ethyl 3-methyl 4-phenethyl-2-oxabicyclo[3.1.0]hexane-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: 67.0%

: 872056-74-1
(1S,5R,6S)-6-ethyl 3-methyl 4-(E)-styryl-2-oxabicyclo[3.1.0]hex-3-ene-3,6-dicarboxylate

: 872056-80-9
(1S,3R,4S,5S,6S)-6-ethyl 3-methyl 4-phenethyl-2-oxabicyclo[3.1.0]hexane-3,6-dicarboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 48h;
DOI:10.1021/ol051457m

Reference yield:

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

: 872056-80-9
(1S,3R,4S,5S,6S)-6-ethyl 3-methyl 4-phenethyl-2-oxabicyclo[3.1.0]hexane-3,6-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / NEt₃ / Pd(OAc)2; PPh₃ / dimethylformamide / 24 h / 95 °C

2: 67 percent / H₂ / Pd/C / methanol / 48 h / 20 °C

With hydrogen; triethylamine; palladium diacetate; palladium on activated charcoal; triphenylphosphine; In methanol; N,N-dimethyl-formamide; 1: Heck coupling;
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

: 872056-80-9
(1S,3R,4S,5S,6S)-6-ethyl 3-methyl 4-phenethyl-2-oxabicyclo[3.1.0]hexane-3,6-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / DBU

2: 71 percent / NEt₃ / Pd(OAc)2; PPh₃ / dimethylformamide / 24 h / 95 °C

3: 67 percent / H₂ / Pd/C / methanol / 48 h / 20 °C

With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium diacetate; palladium on activated charcoal; triphenylphosphine; In methanol; N,N-dimethyl-formamide; 2: Heck coupling;
DOI:10.1021/ol051457m