N-((1S,2S,3R,5S)-2-Aminomethyl-3,5-bis-hydroxymethyl-cyclopentyl)-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-((1S,2S,3R,5S)-2-Aminomethyl-3,5-bis-hydroxymethyl-cyclopentyl)-4-methyl-benzenesulfonamide
CAS No.:175464-48-9
Molecular Formula:C₁₅H₂₄N₂O₄S
Molecular Weight:328.433
Hs Code.:

Synonyms:N-((1S,2S,3R,5S)-2-Aminomethyl-3,5-bis-hydroxymethyl-cyclopentyl)-4-methyl-benzenesulfonamide

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Chemical Property of N-((1S,2S,3R,5S)-2-Aminomethyl-3,5-bis-hydroxymethyl-cyclopentyl)-4-methyl-benzenesulfonamide

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Technology Process of N-((1S,2S,3R,5S)-2-Aminomethyl-3,5-bis-hydroxymethyl-cyclopentyl)-4-methyl-benzenesulfonamide

There total 5 articles about N-((1S,2S,3R,5S)-2-Aminomethyl-3,5-bis-hydroxymethyl-cyclopentyl)-4-methyl-benzenesulfonamide 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: 74.0%

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

: 175464-48-9
N-((1S,2S,3R,5S)-2-Aminomethyl-3,5-bis-hydroxymethyl-cyclopentyl)-4-methyl-benzenesulfonamide

Guidance literature:: With borane; In tetrahydrofuran; for 18h; Heating;
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

: 175464-48-9
N-((1S,2S,3R,5S)-2-Aminomethyl-3,5-bis-hydroxymethyl-cyclopentyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 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

3.1: 74 percent / BH₃ / tetrahydrofuran / 18 h / Heating

With borane; ammonia; ozone; In tetrahydrofuran; methanol; ethyl acetate; 1.1: ozonolysis / 1.2: Reduction / 1.3: acidification / 2.1: Ring cleavage / 3.1: Reduction;
DOI:10.1016/S0040-4020(99)00680-8

Reference yield:

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

: 175464-48-9
N-((1S,2S,3R,5S)-2-Aminomethyl-3,5-bis-hydroxymethyl-cyclopentyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / NH₃ / methanol / 4 h / 60 °C / 2585.74 Torr

2: 74 percent / BH₃ / tetrahydrofuran / 18 h / Heating

With borane; ammonia; In tetrahydrofuran; methanol; 1: Ring cleavage / 2: Reduction;
DOI:10.1016/S0040-4020(99)00680-8