3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

Base Information

Chemical Name:3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene
CAS No.:96657-50-0
Molecular Formula:C₁₈H₂₁ClN₂O₅
Molecular Weight:380.828
Hs Code.:

3-benzyloxycarbonyl-1-<<N-(chloroacetyl)-N-methoxyamino>methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

Synonyms:3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

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Chemical Property of 3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

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Technology Process of 3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

There total 7 articles about 3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene 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: 87.0%

: 96657-49-7
3-benzyloxycarbonyl-1-<(methoxyamino)methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

: 79-04-9
chloroacetyl chloride

: 96657-50-0
3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0040-4020(01)88799-8

Reference yield:

: 3426-71-9
Benzyl N-hydroxycarbamate

: 96657-50-0
3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / tetraethylammonium periodate / CH₂Cl₂ / 1.33 h / -7 - -3 °C

2: 100 percent / sodium borohydride / methanol / 0.08 h

3: 1.) N,N'-dicyclohexylcarbodiimide, pyridine, trifluoroacetic acid; 2.) oxalic acid / 1.) dimethylsulphoxide, benzene, RT, 18 h; 2.) MeOH, 1 h

4: 87 percent / pyridine / 18 h / Ambient temperature

5: 97 percent / sodium cyanoborohydride, methyl orange, 2 M HCl / methanol / 0.5 h / pH=3

6: 87 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; methyl orange; oxalic acid; sodium cyanoborohydride; tetraethylammonium metaperiodate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)88799-8

Reference yield:

: 3725-40-4
ethyl 1,3-cyclohexadiene-1-carboxylate

: 96657-50-0
3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / tetraethylammonium periodate / CH₂Cl₂ / 1.33 h / -7 - -3 °C

2: 100 percent / sodium borohydride / methanol / 0.08 h

3: 1.) N,N'-dicyclohexylcarbodiimide, pyridine, trifluoroacetic acid; 2.) oxalic acid / 1.) dimethylsulphoxide, benzene, RT, 18 h; 2.) MeOH, 1 h

4: 87 percent / pyridine / 18 h / Ambient temperature

5: 97 percent / sodium cyanoborohydride, methyl orange, 2 M HCl / methanol / 0.5 h / pH=3

6: 87 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; methyl orange; oxalic acid; sodium cyanoborohydride; tetraethylammonium metaperiodate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)88799-8