(2R)-1-[4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepan-1-yl]-1-oxo-2-propanamine

Base Information

Chemical Name:(2R)-1-[4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepan-1-yl]-1-oxo-2-propanamine
CAS No.:360553-16-8
Molecular Formula:C₂₅H₃₆FN₅O₃
Molecular Weight:473.591
Hs Code.:

Synonyms:(2R)-1-[4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepan-1-yl]-1-oxo-2-propanamine

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Chemical Property of (2R)-1-[4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepan-1-yl]-1-oxo-2-propanamine

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Technology Process of (2R)-1-[4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepan-1-yl]-1-oxo-2-propanamine

There total 8 articles about (2R)-1-[4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepan-1-yl]-1-oxo-2-propanamine 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: 98.0%

: 360553-99-7
[2-(4-{3-[4-(5-cyclopentylmethyl-[1,2,4]oxadiazol-3-yl)-3-fluoro-phenoxy]-propyl}-[1,4]diazepan-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester

: 360553-16-8
(2R)-1-[4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepan-1-yl]-1-oxo-2-propanamine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.bmcl.2003.11.038

Reference yield:

: 873547-02-5
4-(3-chloropropoxy)-2-fluorobenzonitrile

: 360553-16-8
(2R)-1-[4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepan-1-yl]-1-oxo-2-propanamine

Guidance literature:: Multi-step reaction with 7 steps

1: K₂CO₃; KI / butan-2-one / Heating

2: H₂NOH*HCl; K₂CO₃ / ethanol / Heating

3: Et₃N / acetone / 20 °C

4: toluene / Heating

5: 98 percent / TFA / CH₂Cl₂ / 20 °C

6: iPr₂NEt; DMAP; EDCI / CH₂Cl₂ / 0 - 20 °C

7: 98 percent / TFA / CH₂Cl₂ / 0 - 20 °C

With dmap; hydroxylamine hydrochloride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium iodide; In ethanol; dichloromethane; acetone; toluene; butanone;
DOI:10.1016/j.bmcl.2003.11.038

Reference yield:

: 360553-94-2
Tert-butyl 4-[3-(4'-cyano-3-fluorophenoxy)propyl]-1,4-diazepane-1-carboxylate

: 360553-16-8
(2R)-1-[4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepan-1-yl]-1-oxo-2-propanamine

Guidance literature:: Multi-step reaction with 6 steps

1: H₂NOH*HCl; K₂CO₃ / ethanol / Heating

2: Et₃N / acetone / 20 °C

3: toluene / Heating

4: 98 percent / TFA / CH₂Cl₂ / 20 °C

5: iPr₂NEt; DMAP; EDCI / CH₂Cl₂ / 0 - 20 °C

6: 98 percent / TFA / CH₂Cl₂ / 0 - 20 °C

With dmap; hydroxylamine hydrochloride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In ethanol; dichloromethane; acetone; toluene;
DOI:10.1016/j.bmcl.2003.11.038