methyl (1R,3R')-1-acetamido-3-(4-acetamido-4-methoxycarbonylcyclopent-1-en-1yl)cyclohex-3-enecarboxylate

Base Information

Chemical Name:methyl (1R,3R')-1-acetamido-3-(4-acetamido-4-methoxycarbonylcyclopent-1-en-1yl)cyclohex-3-enecarboxylate
CAS No.:400780-93-0
Molecular Formula:C₁₉H₂₆N₂O₆
Molecular Weight:378.425
Hs Code.:

Synonyms:methyl (1R,3R')-1-acetamido-3-(4-acetamido-4-methoxycarbonylcyclopent-1-en-1yl)cyclohex-3-enecarboxylate

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Chemical Property of methyl (1R,3R')-1-acetamido-3-(4-acetamido-4-methoxycarbonylcyclopent-1-en-1yl)cyclohex-3-enecarboxylate

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Technology Process of methyl (1R,3R')-1-acetamido-3-(4-acetamido-4-methoxycarbonylcyclopent-1-en-1yl)cyclohex-3-enecarboxylate

There total 7 articles about methyl (1R,3R')-1-acetamido-3-(4-acetamido-4-methoxycarbonylcyclopent-1-en-1yl)cyclohex-3-enecarboxylate 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: 97.0%

: 400780-89-4
dimethyl (2R,8S)-2,8-diallyl-2,8-diacetamidonon-4-yne-1,9-dioate

: 400780-93-0
methyl (1R,3R')-1-acetamido-3-(4-acetamido-4-methoxycarbonylcyclopent-1-en-1yl)cyclohex-3-enecarboxylate

Guidance literature:: Grubbs catalyst first generation; In toluene; at 90 ℃; for 10h;
DOI:10.1039/b103254m

Reference yield:

: 36697-88-8
2-pentyne-1,5-diol

: 400780-93-0
methyl (1R,3R')-1-acetamido-3-(4-acetamido-4-methoxycarbonylcyclopent-1-en-1yl)cyclohex-3-enecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 74 percent / Br₂*PPh₃ / acetonitrile / 1.25 h / 0 - 20 °C

2.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 73 percent / tetrahydrofuran; hexane / 17 h / -78 - 20 °C

3.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 62 percent / tetrahydrofuran; hexane / 17 h / -78 - 20 °C

4.1: 98 percent / aq. TFA / acetonitrile / 96 h / 20 °C

5.1: 65 percent / DMAP / CH₂Cl₂ / 5 h / 20 °C

6.1: 97 percent / Grubbs catalyst / toluene / 10 h / 90 °C

With dmap; n-butyllithium; triphenylphosphine dibromide 1:1 addition complex; trifluoroacetic acid; Grubbs catalyst first generation; In tetrahydrofuran; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1039/b103254m

Reference yield:

: 90134-46-6
5-[(tert-butyldimethylsilyl)oxy]pent-2-yn-1-ol

: 400780-93-0
methyl (1R,3R')-1-acetamido-3-(4-acetamido-4-methoxycarbonylcyclopent-1-en-1yl)cyclohex-3-enecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 81 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

2.1: 74 percent / Br₂*PPh₃ / acetonitrile / 1.25 h / 0 - 20 °C

3.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 73 percent / tetrahydrofuran; hexane / 17 h / -78 - 20 °C

4.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

4.2: 62 percent / tetrahydrofuran; hexane / 17 h / -78 - 20 °C

5.1: 98 percent / aq. TFA / acetonitrile / 96 h / 20 °C

6.1: 65 percent / DMAP / CH₂Cl₂ / 5 h / 20 °C

7.1: 97 percent / Grubbs catalyst / toluene / 10 h / 90 °C

With dmap; n-butyllithium; tetrabutyl ammonium fluoride; triphenylphosphine dibromide 1:1 addition complex; trifluoroacetic acid; Grubbs catalyst first generation; In tetrahydrofuran; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1039/b103254m