2-Pentenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester, (2E)-

Base Information

Chemical Name:2-Pentenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester, (2E)-
CAS No.:878003-30-6
Molecular Formula:C12H21NO4
Molecular Weight:243.303
Hs Code.:

Synonyms:

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Chemical Property of 2-Pentenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester, (2E)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2-Pentenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester, (2E)-

There total 2 articles about 2-Pentenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester, (2E)- 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:

: 58885-58-8
N-tert-butoxycarbonyl-3-aminopropanol

: 878003-30-6
ethyl 5-[N-(tert-butoxycarbonyl)amino]-2-pentenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dimethylsulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / -78 - 20 °C

2.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

2.2: 2.86 g / tetrahydrofuran / 1 h / -50 - 20 °C

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation / 2.2: Horner-Wittig reaction;
DOI:10.1016/j.tetasy.2007.03.022

Reference yield:

: 58885-58-8
N-tert-butoxycarbonyl-3-aminopropanol

: 878003-30-6
ethyl 5-[N-(tert-butoxycarbonyl)amino]-2-pentenoate

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride, DMSO

With oxalyl dichloride; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(98)02550-7

Reference yield:

: 878003-30-6
ethyl 5-[N-(tert-butoxycarbonyl)amino]-2-pentenoate

: 53185-12-9,475630-67-2,637771-88-1
D-fagomine

Guidance literature:: Multi-step reaction with 12 steps

1.1: 99 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: 89 percent / imidazole / dimethylformamide / 3 h / 20 °C

3.1: AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C

4.1: NaH / tetrahydrofuran / 1.5 h / 0 °C

4.2: tetrabutylammonium iodide / tetrahydrofuran / 4 h / 20 °C

5.1: p-TsOH / methanol / 3 h / 20 °C

6.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C

7.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

7.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating

8.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C

9.1: PdCl₂(MeCN)2 / tetrahydrofuran / 3 h / 20 °C

10.1: O₃ / CH₂Cl₂; methanol / -78 °C

10.2: NaBH₄ / CH₂Cl₂; methanol / -78 - 20 °C

11.1: aq. HCl / methanol / 5 h / 70 °C

12.1: H₂ / Pd/C / acetic acid / 48 h / 20 °C

With 1H-imidazole; hydrogenchloride; methanesulfonamide; AD-mix-β; hydrogen; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; ozone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dichloro bis(acetonitrile) palladium(II); palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol; 3.1: Sharpless asymmetric dihydroxylation / 7.2: Horner-Wittig reaction;
DOI:10.1016/j.tetasy.2007.03.022