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

Base Information

Chemical Name:ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-styryl)cyclopentanecarboxylate
CAS No.:1446558-38-8
Molecular Formula:C₃₁H₃₁NO₃
Molecular Weight:465.592
Hs Code.:

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

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

Chemical Property:

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

There total 7 articles about ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-styryl)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: 39.0%

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

: 1449-46-3
benzyltriphenylphosphonium bromide

: 1446558-38-8
ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-styryl)cyclopentanecarboxylate

Guidance literature:: benzyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.166667h;

ethyl (1S,2R,3S,5R)-2-benzamido-3,5-diformylcyclopentanecarboxylate; In tetrahydrofuran; at 20 ℃; for 1h;
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

: 1446558-38-8
ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-styryl)cyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: hydrogenchloride / 0 °C

3.1: sodium hydrogencarbonate / toluene / 0 °C

4.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone / 12 h / 20 °C

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

6.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C

6.2: 1 h / 20 °C

With hydrogenchloride; sodium periodate; osmium(VIII) oxide; potassium tert-butylate; water; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; toluene; 6.2: |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

: 1446558-38-8
ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-styryl)cyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride / 0 °C

2.1: sodium hydrogencarbonate / toluene / 0 °C

3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone / 12 h / 20 °C

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

5.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C

5.2: 1 h / 20 °C

With hydrogenchloride; sodium periodate; osmium(VIII) oxide; potassium tert-butylate; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; toluene; 5.2: |Wittig Rearrangement;
DOI:10.1002/chem.201203183