benzyl ((2S,3R)-1-(2-((1,3,4-oxadiazol-2-yl)methyl)-1-oxo-2,5-diazaspiro[3.4]octan-5-yl)-3-hydroxy-1-oxobutan-2-yl)carbamate

Base Information

Chemical Name:benzyl ((2S,3R)-1-(2-((1,3,4-oxadiazol-2-yl)methyl)-1-oxo-2,5-diazaspiro[3.4]octan-5-yl)-3-hydroxy-1-oxobutan-2-yl)carbamate
CAS No.:1621482-71-0
Molecular Formula:C₂₁H₂₅N₅O₆
Molecular Weight:443.459
Hs Code.:

Synonyms:benzyl ((2S,3R)-1-(2-((1,3,4-oxadiazol-2-yl)methyl)-1-oxo-2,5-diazaspiro[3.4]octan-5-yl)-3-hydroxy-1-oxobutan-2-yl)carbamate

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Chemical Property of benzyl ((2S,3R)-1-(2-((1,3,4-oxadiazol-2-yl)methyl)-1-oxo-2,5-diazaspiro[3.4]octan-5-yl)-3-hydroxy-1-oxobutan-2-yl)carbamate

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Technology Process of benzyl ((2S,3R)-1-(2-((1,3,4-oxadiazol-2-yl)methyl)-1-oxo-2,5-diazaspiro[3.4]octan-5-yl)-3-hydroxy-1-oxobutan-2-yl)carbamate

There total 10 articles about benzyl ((2S,3R)-1-(2-((1,3,4-oxadiazol-2-yl)methyl)-1-oxo-2,5-diazaspiro[3.4]octan-5-yl)-3-hydroxy-1-oxobutan-2-yl)carbamate 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: 14.2%

: 19728-63-3
N-benzyloxycarbonyl-L-treonine

: 1621482-52-7
2-((1,3,4-oxadiazol-2-yl)methyl)-2,5-diazaspiro[3.4]octan-1-one

: 1621482-71-0
benzyl ((2S,3R)-1-(2-((1,3,4-oxadiazol-2-yl)methyl)-1-oxo-2,5-diazaspiro[3.4]octan-5-yl)-3-hydroxy-1-oxobutan-2-yl)carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

Reference yield:

: 1621482-49-2
benzyl 2-(2-ethoxy-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

: 1621482-71-0
benzyl ((2S,3R)-1-(2-((1,3,4-oxadiazol-2-yl)methyl)-1-oxo-2,5-diazaspiro[3.4]octan-5-yl)-3-hydroxy-1-oxobutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: hydrazine hydrate / ethanol / 2 h / 90 °C

2: toluene-4-sulfonic acid / 2 h / 80 °C

3: hydrogen; palladium 10% on activated carbon / water; methanol / 12 h / 20 °C

4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

With palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; HATU; In methanol; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

: 147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7
L-proline

: 1621482-71-0
benzyl ((2S,3R)-1-(2-((1,3,4-oxadiazol-2-yl)methyl)-1-oxo-2,5-diazaspiro[3.4]octan-5-yl)-3-hydroxy-1-oxobutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium carbonate / water / 1 h / 0 °C

1.2: 25 h / 0 - 20 °C

2.1: oxalyl dichloride / dichloromethane / 2 h / 0 °C

3.1: triethylamine / dichloromethane / 0.75 h / -40 °C

3.2: 16 h / -40 - 20 °C

4.1: ammonium cerium (IV) nitrate / water; acetonitrile / 1 h / 0 °C

5.1: caesium carbonate / acetonitrile / 16 h / 20 °C

6.1: hydrazine hydrate / ethanol / 2 h / 90 °C

7.1: toluene-4-sulfonic acid / 2 h / 80 °C

8.1: hydrogen; palladium 10% on activated carbon / water; methanol / 12 h / 20 °C

9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

With ammonium cerium (IV) nitrate; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; sodium carbonate; caesium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;