(+)-1a,4a-bis(hydroxymethyl)-3b-[[(4-methylphenyl)sulfonyl]amino]cyclopentane-2a-carboxamide

Base Information

Chemical Name:(+)-1a,4a-bis(hydroxymethyl)-3b-[[(4-methylphenyl)sulfonyl]amino]cyclopentane-2a-carboxamide
CAS No.:175464-26-3
Molecular Formula:C₁₅H₂₂N₂O₅S
Molecular Weight:342.416
Hs Code.:

Synonyms:(+)-1a,4a-bis(hydroxymethyl)-3b-[[(4-methylphenyl)sulfonyl]amino]cyclopentane-2a-carboxamide

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Chemical Property of (+)-1a,4a-bis(hydroxymethyl)-3b-[[(4-methylphenyl)sulfonyl]amino]cyclopentane-2a-carboxamide

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Technology Process of (+)-1a,4a-bis(hydroxymethyl)-3b-[[(4-methylphenyl)sulfonyl]amino]cyclopentane-2a-carboxamide

There total 4 articles about (+)-1a,4a-bis(hydroxymethyl)-3b-[[(4-methylphenyl)sulfonyl]amino]cyclopentane-2a-carboxamide 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: 72.0%

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

: 175464-26-3
(+)-1a,4a-bis(hydroxymethyl)-3b-[[(4-methylphenyl)sulfonyl]amino]cyclopentane-2a-carboxamide

Guidance literature:: With ammonia; In methanol; at 60 ℃; for 4h; under 2585.74 Torr;
DOI:10.1016/S0040-4020(99)00680-8

Reference yield:

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

: 175464-26-3
(+)-1a,4a-bis(hydroxymethyl)-3b-[[(4-methylphenyl)sulfonyl]amino]cyclopentane-2a-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: O₃ / ethyl acetate; methanol / -78 °C

1.2: NaBH₄ / 40 h / -78 - 20 °C

1.3: 100 percent / 2N HCl / methanol / 72 h / 20 °C

2.1: 72 percent / NH₃ / methanol / 4 h / 60 °C / 2585.74 Torr

With ammonia; ozone; In methanol; ethyl acetate; 1.1: ozonolysis / 1.2: Reduction / 1.3: acidification / 2.1: Ring cleavage;
DOI:10.1016/S0040-4020(99)00680-8

Reference yield:

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

: 175464-26-3
(+)-1a,4a-bis(hydroxymethyl)-3b-[[(4-methylphenyl)sulfonyl]amino]cyclopentane-2a-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / Zn / acetic acid / 0.5 h / Heating

2.1: O₃ / ethyl acetate; methanol / -78 °C

2.2: NaBH₄ / 40 h / -78 - 20 °C

2.3: 100 percent / 2N HCl / methanol / 72 h / 20 °C

3.1: 72 percent / NH₃ / methanol / 4 h / 60 °C / 2585.74 Torr

With ammonia; ozone; zinc; In methanol; acetic acid; ethyl acetate; 1.1: Ring cleavage / 2.1: ozonolysis / 2.2: Reduction / 2.3: acidification / 3.1: Ring cleavage;
DOI:10.1016/S0040-4020(99)00680-8