(-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR carboxylic acid

Base Information

Chemical Name:(-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR carboxylic acid
CAS No.:175464-24-1
Molecular Formula:C₁₅H₁₇NO₄S
Molecular Weight:307.37
Hs Code.:

Synonyms:(-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR carboxylic acid

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Chemical Property of (-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR carboxylic acid

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Technology Process of (-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR carboxylic acid

There total 2 articles about (-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR 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: 97.0%

: 175464-23-0
(-)-N-(3aβ,6aβ-hexahydro-6β-iodo-2-oxo-3αR,5α-methano-2H-cyclopenta[b]furan-7S-yl)-4-methylbenzenesulfonamide

: 175464-24-1
(-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR carboxylic acid

Guidance literature:: With zinc; In acetic acid; for 0.5h; Heating;
DOI:10.1016/S0040-4020(99)00680-8

Reference yield:

: (+)-hexahydro-6β-iodo-2-oxo-3αR,5α-methano-2H-3aβ,6aβ-cyclopenta[b]furan-7S-amine 4-methylbenzenesulfonate

: 175464-24-1
(-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / pyridine / 2 h

2: 97 percent / Zn / acetic acid / 0.5 h / Heating

With zinc; In pyridine; acetic acid; 1: Tosylation / 2: Ring cleavage;
DOI:10.1016/S0040-4020(99)00680-8

Reference yield: 100.0%

: 175464-24-1
(-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR carboxylic acid

: 175464-25-2
(+)-N-(5aS-hydroxymethyl-3-oxo-3aα,6aα-cyclopent[c]furan-4βR-yl)-4-methylbenzenesulfonamide

Guidance literature:: (-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR carboxylic acid; With ozone; In methanol; ethyl acetate; at -78 ℃;

With sodium tetrahydroborate; at -78 - 20 ℃; for 40h;

With hydrogenchloride; In methanol; at 20 ℃; for 72h;
DOI:10.1016/S0040-4020(99)00680-8