DIENDO-3-AMINO-BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: DIENDO-3-AMINO-BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID ETHYL ESTER
• CAS No.: 95630-77-6
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.25
• Hs Code.: 2922499990
• Mol file: 95630-77-6.mol

Synonyms:DIENDO-3-AMINO-BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID ETHYL ESTER

Chemical Property of DIENDO-3-AMINO-BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.018mmHg at 25°C
• Boiling Point: 254.148°C at 760 mmHg
• Flash Point: 117.609°C
• PSA: 52.32000
• Density: 1.098g/cm³
• LogP: 1.62320

Purity/Quality:

97% ^*data from raw suppliers

DIENDO-3-AMINO-BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIENDO-3-AMINO-BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID ETHYL ESTER

There total 7 articles about DIENDO-3-AMINO-BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID ETHYL 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: 89.0%

Ethyl 3-endo-Aminobicyclo<2.2.1>heptane-2-endo-carboxylate Hydrochloride (95630-75-4,95630-76-5) → Ethyl 3-endo-Aminobicyclo<2.2.1>heptane-2-endo-carboxylate (95630-77-6,105786-35-4)

Guidance literature:

With water; sodium hydrogencarbonate; at 25 ℃; for 0.5h; Purification / work up;

Reference yield:

Ethyl 3-endo-Aminobicyclo<2.2.1>hept-5-ene-2-endo-carboxylate Hydrochloride (95630-74-3,104770-18-5,1242864-18-1) → Ethyl 3-endo-Aminobicyclo<2.2.1>heptane-2-endo-carboxylate (95630-77-6,105786-35-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / H₂ / PtO₂ / ethanol / 6 h / 760 Torr / Ambient temperature

2: 60 percent / Triethylamine / acetone / 0.17 h / 10 °C

With hydrogen; triethylamine; platinum(IV) oxide; In ethanol; acetone;

Reference yield:

3-endo-Aminobicyclo<2.2.1>hept-5-ene-2-endo-carboxylic Acid (53623-52-2,88330-29-4,92511-32-5,202187-27-7,202187-24-4,202187-28-8,202187-29-9) → Ethyl 3-endo-Aminobicyclo<2.2.1>heptane-2-endo-carboxylate (95630-77-6,105786-35-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / SOCl₂ / 1.) -10 deg C - room temp., 3.5 h 2.) reflux, 1 h

2: 90 percent / H₂ / PtO₂ / ethanol / 6 h / 760 Torr / Ambient temperature

3: 60 percent / Triethylamine / acetone / 0.17 h / 10 °C

With thionyl chloride; hydrogen; triethylamine; platinum(IV) oxide; In ethanol; acetone;

upstream raw materials:

Ethyl 3-endo-Aminobicyclo<2.2.1>heptane-2-endo-carboxylate Hydrochloride

Ethyl 3-endo-Aminobicyclo<2.2.1>hept-5-ene-2-endo-carboxylate Hydrochloride

3-exo-Aminobicyclo<2.2.1>heptane-2-exo-carboxylic Acid

3-endo-Aminobicyclo<2.2.1>hept-5-ene-2-endo-carboxylic Acid

Downstream raw materials:

2-Phenyl-5,8-methano-r-4a,t-5,6,7,t-8,c-8a-hexahydro-4H-3,1-benzoxazine

2-(4-Tolyl)-5,8-methano-r-4a,t-5,6,7,t-8,c-8a-hexahydro-4H-3,1-benzoxazine

2-(3-Chlorophenyl)-5,8-methano-r-4a,t-5,6,7,t-8,c-8a-hexahydro-4H-3,1-benzoxazine

2-(4-Chlorophenyl)-5,8-methano-r-4a,t-5,6,7,t-8,c-8a-hexahydro-4H-3,1-benzoxazine

Refernces

• 1、 Stajer, Geza,Szabo, Angela E.,Fueloep, Ferenc,Bernath, Gabor,Sohar, Pal. "Stereochemical Studies. 81 . Saturated Heterocycles. 69 . Preparation of Methylene-bridged 3,1-Benzoxazines, 3,1-Benzoxazin-2-ones and 3,1-Benzoxazine-2-thiones". . p. 1373 - 1376. Retrieved 2007/10/02.