ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-3-oxobut-1-enyl)cyclopentanecarboxylate

Base Information

Chemical Name:ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-3-oxobut-1-enyl)cyclopentanecarboxylate
CAS No.:1446558-42-4
Molecular Formula:C₂₃H₂₇NO₅
Molecular Weight:397.471
Hs Code.:

Synonyms:ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-3-oxobut-1-enyl)cyclopentanecarboxylate

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Chemical Property of ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-3-oxobut-1-enyl)cyclopentanecarboxylate

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Technology Process of ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-3-oxobut-1-enyl)cyclopentanecarboxylate

There total 7 articles about ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-3-oxobut-1-enyl)cyclopentanecarboxylate 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: 45.0%

: 1446558-36-6
ethyl (1S,2R,3S,5R)-2-benzamido-3,5-diformylcyclopentanecarboxylate

: 1439-36-7
1-triphenylphosphoranylidene-2-propanone

: 1446558-42-4
ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-3-oxobut-1-enyl)cyclopentanecarboxylate

Guidance literature:: In tetrahydrofuran; at 0 - 20 ℃; for 1.16h; enantioselective reaction;
DOI:10.1002/chem.201203183

Reference yield:

: 14735-70-7,14805-31-3,924272-78-6,670221-11-1
diexo-3-Aza-4-oxotricyclo<4.2.1.0^2,5>non-7-ene

: 1446558-42-4
ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-3-oxobut-1-enyl)cyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: water / 168 h / 70 °C / Enzymatic reaction

2: hydrogenchloride / 0 °C

3: sodium hydrogencarbonate / toluene / 0 °C

4: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone / 12 h / 20 °C

5: sodium periodate / water; tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

6: tetrahydrofuran / 1.16 h / 0 - 20 °C

With hydrogenchloride; sodium periodate; osmium(VIII) oxide; water; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; toluene; 6: |Wittig Rearrangement;
DOI:10.1002/chem.201203183

Reference yield:

: 924272-78-6,670221-11-1
(1R,2R,5S,6S)-3-azatricyclo[4.2.1.0^2,5]non-7-en-4-one

: 1446558-42-4
ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-3-oxobut-1-enyl)cyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogenchloride / 0 °C

2: sodium hydrogencarbonate / toluene / 0 °C

3: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone / 12 h / 20 °C

4: sodium periodate / water; tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

5: tetrahydrofuran / 1.16 h / 0 - 20 °C

With hydrogenchloride; sodium periodate; osmium(VIII) oxide; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; toluene; 5: |Wittig Rearrangement;
DOI:10.1002/chem.201203183