trans-3-[N'-(6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-pyrrolidin-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:trans-3-[N'-(6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-pyrrolidin-1-carboxylic acid tert-butyl ester
CAS No.:1436862-03-1
Molecular Formula:C₂₄H₃₃N₅O₆
Molecular Weight:487.556
Hs Code.:

Synonyms:trans-3-[N'-(6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-pyrrolidin-1-carboxylic acid tert-butyl ester

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Chemical Property of trans-3-[N'-(6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-pyrrolidin-1-carboxylic acid tert-butyl ester

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Technology Process of trans-3-[N'-(6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-pyrrolidin-1-carboxylic acid tert-butyl ester

There total 19 articles about trans-3-[N'-(6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-pyrrolidin-1-carboxylic 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: 88.0%

: 1407997-80-1
tert-butyl (R)-3-(hydrazinecarbonyl)pyrrolidine-1-carboxylate

: sodium salt (2S,5R)-trans-6-benzyloxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid

: 1436862-03-1
trans-3-[N'-(6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-pyrrolidin-1-carboxylic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; at 35 ℃; for 18h;

Reference yield:

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

: 72925-16-7
(R)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid

: 1436862-03-1
trans-3-[N'-(6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-pyrrolidin-1-carboxylic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; 1,1'-carbonyldiimidazole; hydrazine; In dichloromethane;

Reference yield:

: 144978-35-8,144978-12-1,251924-83-1
(S)-ethyl N-tert-butoxycarbonylpyroglutamate

: 1436862-03-1
trans-3-[N'-(6-benzyloxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl]-(R)-pyrrolidin-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium tert-butylate / dimethyl sulfoxide / 1 h / 20 °C

1.2: 2 - 3 h / 20 °C

2.1: potassium tert-butylate; bis(1,5-cyclooctadiene)diiridium(I) dichloride / toluene / 2 - 3 h / 20 - 90 °C / Inert atmosphere

3.1: sodium tetrahydroborate; ethanol / 0.5 h / -40 °C

4.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C

5.1: lithium hydroxide monohydrate; mercaptoacetic acid / N,N-dimethyl-formamide / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 20 °C

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane

8.1: lithium hydroxide monohydrate / tetrahydrofuran / 20 °C

9.1: hydrazine; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; HATU / dichloromethane

With sodium tetrahydroborate; bis(1,5-cyclooctadiene)diiridium(I) dichloride; lithium hydroxide monohydrate; ethanol; potassium tert-butylate; mercaptoacetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; 1,1'-carbonyldiimidazole; trifluoroacetic acid; hydrazine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;