2-[1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester

Base Information

Chemical Name:2-[1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester
CAS No.:906069-97-4
Molecular Formula:C₂₄H₃₄N₂O₃
Molecular Weight:398.546
Hs Code.:

2-[1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-cyclopentylmethyl]-pentanoic acid <i>tert</i>-butyl ester

Synonyms:2-[1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester

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Chemical Property of 2-[1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester

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Technology Process of 2-[1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester

There total 7 articles about 2-[1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester 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: 82.0%

: 906069-64-5
2-[1-(N'-phenylacetyl-hydrazinocarbonyl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester

: 906069-97-4
2-[1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester

Guidance literature:: With methoxycarbonylsulfamoyl-triethylammmonium hydroxide; In tetrahydrofuran; for 16h; Heating;
DOI:10.1021/jm060133g

Reference yield:

: 118783-85-0
(R)-1-[2-(tert-butoxycarbonyl)-4-pentenyl]-cyclopentane carboxylic acid

: 906069-97-4
2-[1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / H₂ / Pd/C / ethanol / 6 h / 1551.44 Torr

2: 100 percent / CDI; HOBt / 1 h / 0 °C

3: 67 percent / Et₃N; HOBt; (1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

4: 82 percent / methoxycarbonylsulfamoyltriethylammonium hydroxide / tetrahydrofuran / 16 h / Heating

With methoxycarbonylsulfamoyl-triethylammmonium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jm060133g

Reference yield:

: 55666-43-8
tert-butyl 3-bromopropionate

: 906069-97-4
2-[1-(5-benzyl-[1,3,4]oxadiazol-2-yl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran; hexane / 2.5 h / -20 - 20 °C

1.2: 1.49 g / tetrahydrofuran; hexane / 2 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.67 h / -65 °C

2.2: 1.05 g / tetrahydrofuran; hexane / 6 h / 20 °C

3.1: 91 percent / H₂ / Pd/C / ethanol / 6 h / 1551.44 Torr

4.1: 100 percent / CDI; HOBt / 1 h / 0 °C

5.1: 67 percent / Et₃N; HOBt; (1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

6.1: 82 percent / methoxycarbonylsulfamoyltriethylammonium hydroxide / tetrahydrofuran / 16 h / Heating

With methoxycarbonylsulfamoyl-triethylammmonium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 1,1'-carbonyldiimidazole; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1021/jm060133g