(2S,3S)-endo-3-(Methoxycarbonyl)norbornane-exo-2-carboxylic acid

Base Information

• Chemical Name: (2S,3S)-endo-3-(Methoxycarbonyl)norbornane-exo-2-carboxylic acid
• CAS No.: 135357-73-2
• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.219
• Mol file: 135357-73-2.mol

Synonyms:(2S,3S)-endo-3-(Methoxycarbonyl)norbornane-exo-2-carboxylic acid

Chemical Property of (2S,3S)-endo-3-(Methoxycarbonyl)norbornane-exo-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-endo-3-(Methoxycarbonyl)norbornane-exo-2-carboxylic acid

There total 20 articles about (2S,3S)-endo-3-(Methoxycarbonyl)norbornane-exo-2-carboxylic acid 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: 93.0%

methanol (67-56-1) + exo-bicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride (14166-28-0) → (1R,2S,3R,4S)-2-(Methoxycarbonyl)bicyclo<2.2.1>heptane-3-carboxylic Acid (14253-59-9,55298-06-1,76232-01-4,116404-48-9,125226-86-0,128298-84-0,128441-83-8,130464-54-9,132747-52-5,135357-73-2)

Guidance literature:

With 4-((4-((1S)-hydroxy((2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)quinolin-6-yl)oxy)butanoic acid modified Fe₃O₄ nanoparticles; In diethyl ether; at -45 ℃; for 60h; enantioselective reaction; Inert atmosphere;

DOI:10.1039/d1nj04081b

Reference yield:

dimethyl (exo,endo)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate (3014-58-2,5826-73-3,7184-07-8,39589-98-5,116404-47-8,117604-28-1,135357-64-1) → (2R,3R)-endo-3-(Methoxycarbonyl)norbornane-exo-2-carboxylic acid (14253-59-9,55298-06-1,76232-01-4,116404-48-9,125226-86-0,128298-84-0,128441-83-8,130464-54-9,132747-52-5,135357-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 3 h / Ambient temperature; pig liver esterase (PLE), phosphate buffer, pH 7.8

2: H₂ / Pd/C / ethyl acetate

With hydrogen; palladium on activated charcoal; In ethyl acetate;

Reference yield:

dimethyl (exo,endo)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate (3014-58-2,5826-73-3,7184-07-8,39589-98-5,116404-47-8,117604-28-1,135357-64-1) → (2S,3S)-endo-3-(Methoxycarbonyl)norbornane-exo-2-carboxylic acid (135357-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 3 h / Ambient temperature; pig liver esterase (PLE), phosphate buffer, pH 7.8

2: H₂ / Pd/C / ethyl acetate

With hydrogen; palladium on activated charcoal; In ethyl acetate;

upstream raw materials:

(1R,2S,3R,4S)-7-Oxa-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-((R)-methoxycarbonyl-phenyl-methyl) ester 3-methyl ester

(1R,2S,3R,4S)-2-<(R)-Mandeloxycarbonyl>-7-oxabicyclo<2.2.1>heptane-3-carboxylic Acid

norcantharidin

methanol