(1R,2R,3R,6R,7S)-2-Bromo-4-oxa-tricyclo[4.2.1.0^3,7]nonan-5-one

Base Information

• Chemical Name: (1R,2R,3R,6R,7S)-2-Bromo-4-oxa-tricyclo[4.2.1.0^3,7]nonan-5-one
• CAS No.: 87305-14-4
• Molecular Formula: C₈H₉BrO₂
• Molecular Weight: 217.062
• Mol file: 87305-14-4.mol

Synonyms:(1R,2R,3R,6R,7S)-2-Bromo-4-oxa-tricyclo[4.2.1.0^3,7]nonan-5-one

Chemical Property of (1R,2R,3R,6R,7S)-2-Bromo-4-oxa-tricyclo[4.2.1.0^3,7]nonan-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,3R,6R,7S)-2-Bromo-4-oxa-tricyclo[4.2.1.0^3,7]nonan-5-one

There total 3 articles about (1R,2R,3R,6R,7S)-2-Bromo-4-oxa-tricyclo[4.2.1.0^3,7]nonan-5-one 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%

5-norbornene-endo-2-carboxylic acid (934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7,120-74-1) + 2,6,6-trimethyl-5,5-bis(trimethylsilyl)-5,6-disilaheptan-2-ol (263713-64-0) + 5-norbornene-endo-2-carboxylic acid (934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7,120-74-1) → C16H17NO4 (741291-97-4) + endo-2-carboxy-exo-5-bromo-endo-6-hydroxynorbornane lactone (16512-03-1,84893-91-4,87305-14-4,123536-32-3) + (1S,2S,3S,6S,7R)-2-Iodo-4-oxa-tricyclo[4.2.1.03,7]nonan-5-one (14948-68-6) + 6-bromohexahydro-2H-3,5-methanocyclopenta[b]furan-2-one (84893-91-4)

Guidance literature:

5-norbornene-endo-2-carboxylic acid; With oxalyl dichloride; In dichloromethane; at 25 ℃; for 6h;

12-(tert-butyldimethylsilanyloxy)dodecan-1-ol; With pyridine; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/ma049647k

Reference yield: 88.0%

5-norbornene-endo-2-carboxylic acid (934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7,120-74-1) + 2,6,6-trimethyl-5,5-bis(trimethylsilyl)-5,6-disilaheptan-2-ol (263713-64-0) + 5-norbornene-endo-2-carboxylic acid (934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7,120-74-1) → C16H17NO4 (741291-97-4) + endo-2-carboxy-exo-5-bromo-endo-6-hydroxynorbornane lactone (16512-03-1,84893-91-4,87305-14-4,123536-32-3) + (1S,2S,3S,6S,7R)-2-Iodo-4-oxa-tricyclo[4.2.1.03,7]nonan-5-one (14948-68-6) + 6-bromohexahydro-2H-3,5-methanocyclopenta[b]furan-2-one (84893-91-4) + 2,6,6-Trimethyl-5,5-bis(trimethylsilyl)-5,6-disilahept-2-yl Bicyclo[2.2.1]hept-5-ene-2-carboxylate (250589-01-6)

Guidance literature:

5-norbornene-endo-2-carboxylic acid; With oxalyl dichloride; In dichloromethane; at 25 ℃; for 6h;

12-(tert-butyldimethylsilanyloxy)dodecan-1-ol; With pyridine; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/ma049647k

Reference yield: 57.0%

5-carboxybicyclo<2.2.1>hept-2-ene (120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7) → endo-2-carboxy-exo-5-bromo-endo-6-hydroxynorbornane lactone (16512-03-1,84893-91-4,87305-14-4,123536-32-3)

Guidance literature:

With bromine; sodium hydrogencarbonate; at 0 ℃; for 0.5h;

DOI:10.1016/S0968-0896(00)00094-8

upstream raw materials:

5-carboxybicyclo<2.2.1>hept-2-ene

5-norbornene-endo-2-carboxylic acid

2,6,6-trimethyl-5,5-bis(trimethylsilyl)-5,6-disilaheptan-2-ol

Downstream raw materials:

(1S,2S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

5-norbornene-2-carboxylic acid

(1S,3R,6S,7R)-5-Oxo-4-aza-tricyclo[4.2.1.0^3,7]nonane-3-carboxylic acid