2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester

Base Information

• Chemical Name: 2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester
• CAS No.: 918411-46-8
• Molecular Formula: C₁₂H₁₉NO₄
• Molecular Weight: 241.287
• Hs Code.: 2933998090
• Mol file: 918411-46-8.mol

Synonyms:(1R,3S,4S)-7-[(2-methylpropan-2-yl)oxycarbonyl]-7-azabicyclo[2.2.1]heptane-3-carboxylic acid;

Chemical Property of 2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 371.004oC at 760 mmHg
• Flash Point: 178.177oC
• PSA: 66.84000
• Density: 1.233g/cm3
• LogP: 1.79690
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylicacid7-tert-butylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester

There total 5 articles about 2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-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:

(1S,2S,4R)-2-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-7-aza-bicyclo[2.2.1]heptane-7-carboxylic acid tert-butyl ester (918411-42-4) → (1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid (918411-46-8,1221818-81-0,500556-91-2,711082-67-6)

Guidance literature:

With lithium hydroxide; In methanol; water; at 45 ℃; for 1h;

DOI:10.1016/j.tet.2006.09.062

Reference yield:

3-bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid 7-tert-butyl ester 2-methyl ester (181873-33-6) → (1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid (918411-46-8,1221818-81-0,500556-91-2,711082-67-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / H₂; Et₃N / Pd/C / methanol / 4 h / 20 °C

2: 100 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 11 h / 20 °C

3: (COCl)2; DMF / CH₂Cl₂ / 24 h / -40 °C

4: NaH / tetrahydrofuran; hexane / 12 h / 20 °C

5: LiOH*H₂O / methanol; H₂O / 1 h / 45 °C

With lithium hydroxide; oxalyl dichloride; hydrogen; sodium hydride; triethylamine; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water;

DOI:10.1016/j.tet.2006.09.062

Reference yield:

(+/-)-methyl endo-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylate (197080-73-2) → (1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid (918411-46-8,1221818-81-0,500556-91-2,711082-67-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 11 h / 20 °C

2: (COCl)2; DMF / CH₂Cl₂ / 24 h / -40 °C

3: NaH / tetrahydrofuran; hexane / 12 h / 20 °C

4: LiOH*H₂O / methanol; H₂O / 1 h / 45 °C

With lithium hydroxide; oxalyl dichloride; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; hexane; dichloromethane; water;

DOI:10.1016/j.tet.2006.09.062

upstream raw materials:

(1S,2S,4R)-2-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-7-aza-bicyclo[2.2.1]heptane-7-carboxylic acid tert-butyl ester

(+/-)-methyl endo-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylate

endo-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid

3-bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid 7-tert-butyl ester 2-methyl ester

Downstream raw materials:

(1S,2S,4R)-7-azabicyclo[2.2.1]heptane-2,7-dicarboxylic acid 2-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester

C₂₆H₃₄N₂O₅

(1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid benzyl ester

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