(2S,5R)-6-(benzyloxy)-7-oxo-N’-propanoyl-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide

Base Information

Chemical Name:(2S,5R)-6-(benzyloxy)-7-oxo-N’-propanoyl-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide
CAS No.:1452467-32-1
Molecular Formula:C₁₇H₂₂N₄O₄
Molecular Weight:346.386
Hs Code.:

Synonyms:(2S,5R)-6-(benzyloxy)-7-oxo-N’-propanoyl-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide

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Chemical Property of (2S,5R)-6-(benzyloxy)-7-oxo-N’-propanoyl-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide

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Technology Process of (2S,5R)-6-(benzyloxy)-7-oxo-N’-propanoyl-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide

There total 21 articles about (2S,5R)-6-(benzyloxy)-7-oxo-N’-propanoyl-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide 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: 99.0%

: 1174020-25-7,2064219-13-0
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid

: 5818-15-5
d'hydrazide de l'acide propionique

: 1452467-32-1
(2S,5R)-6-(benzyloxy)-7-oxo-N’-propanoyl-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

Reference yield:

: 63088-78-8,448964-01-0,478409-64-2
(2S,5R)-5-hydroxypiperidine-2-carboxylic acid

: 1452467-32-1
(2S,5R)-6-(benzyloxy)-7-oxo-N’-propanoyl-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide

Guidance literature:: Multi-step reaction with 8 steps

1.1: hydrogenchloride / 3 h / Reflux

2.1: triethylamine / tetrahydrofuran / 2.17 h / 10 - 20 °C / Cooling with ice

3.1: 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride / acetonitrile / 0.67 h / -36 - -30 °C

3.2: 48 h / -32 - 4 °C

4.1: hydrogenchloride / methanol / 72 h / Reflux

5.1: potassium carbonate / ethyl acetate; water

6.1: triethylamine / acetonitrile / 0.33 h / 2 - 5 °C / Cooling with ice

6.2: 10 h / 20 °C

7.1: water; lithium hydroxide / tetrahydrofuran / 2.17 h / 2 - 4.9 °C

8.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.25 h / 0 °C / Cooling with ice

8.2: 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; trifluoromethylsulfonic anhydride; water; potassium carbonate; triethylamine; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; water; ethyl acetate; acetonitrile;

Reference yield:

: 81470-51-1
tert-butyl N-benzyloxycarbonyl-L-pyroglutamate

: 1452467-32-1
(2S,5R)-6-(benzyloxy)-7-oxo-N’-propanoyl-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide

Guidance literature:: Multi-step reaction with 11 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

1.2: 1.33 h / 5 °C

2.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride / 1,2-dichloro-ethane / 2 h / 70 °C / Inert atmosphere

3.1: ethanol; sodium tetrahydroborate / 0.33 h / Cooling with ice

4.1: palladium 10% on activated carbon; hydrogen / water; ethanol / 20 °C

5.1: triethylamine / tetrahydrofuran / 1.5 h / -5 - -3 °C / Inert atmosphere

6.1: 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride / acetonitrile / 0.42 h / -40 - -30 °C / Inert atmosphere

6.2: 0.5 h / -30 - 0 °C

6.3: 84 h / 0 - 5 °C

7.1: hydrogenchloride / 33 h / Reflux

8.1: potassium carbonate / ethyl acetate; water

9.1: triethylamine / acetonitrile / 0.33 h / 2 - 5 °C / Cooling with ice

9.2: 10 h / 20 °C

10.1: water; lithium hydroxide / tetrahydrofuran / 2.17 h / 2 - 4.9 °C

11.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.25 h / 0 °C / Cooling with ice

11.2: 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; bis(1,5-cyclooctadiene)diiridium(I) dichloride; ethanol; trifluoromethylsulfonic anhydride; palladium 10% on activated carbon; potassium tert-butylate; water; hydrogen; potassium carbonate; triethylamine; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; ethanol; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;