methyl 3-(tert-butyloxycarbonyl)amino-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylate

Base Information

• Chemical Name: methyl 3-(tert-butyloxycarbonyl)amino-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylate
• CAS No.: 160730-15-4
• Molecular Formula: C₂₀H₂₆N₂O₆S
• Molecular Weight: 422.502

Synonyms:methyl 3-(tert-butyloxycarbonyl)amino-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylate

Chemical Property of methyl 3-(tert-butyloxycarbonyl)amino-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylate

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Technology Process of methyl 3-(tert-butyloxycarbonyl)amino-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylate

There total 1 articles about methyl 3-(tert-butyloxycarbonyl)amino-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylate 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: 75.0%

3-methoxycarbonyl-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylic acid (160730-14-3) + tert-butyl alcohol (75-65-0) → methyl 3-(tert-butyloxycarbonyl)amino-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylate (160730-15-4)

Guidance literature:

With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; at 80 - 85 ℃; for 13.5h;

DOI:10.1248/cpb.42.1432

Reference yield: 81.0%

methyl 3-(tert-butyloxycarbonyl)amino-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylate (160730-15-4) → methyl endo-3-(tert-butyloxycarbonyl)amino-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>heptane-endo-2-carboxylate

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 26 ℃; for 4h; under 2280 Torr;

DOI:10.1248/cpb.42.1432

Reference yield: 68.0%

methyl 3-(tert-butyloxycarbonyl)amino-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylate (160730-15-4) → 7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>heptan-2-one (160730-17-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 80 ℃; for 14.5h;

DOI:10.1248/cpb.42.1432

upstream raw materials:

3-methoxycarbonyl-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene-2-carboxylic acid

tert-butyl alcohol

Downstream raw materials:

7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>heptan-2-one

2-(2-methoxy-5-pyridyl)-7-(p-toluenesulfonyl)-7-azabicyclo<2.2.1>hept-2-ene

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