[(1R,2R,3S)-2-(bromomethyl)-3-(hydroxymethyl)-2,3-dimethylcyclopentyl]methyl-4-methylbenzene sulfonate

Base Information

Chemical Name:[(1R,2R,3S)-2-(bromomethyl)-3-(hydroxymethyl)-2,3-dimethylcyclopentyl]methyl-4-methylbenzene sulfonate
CAS No.:497262-00-7
Molecular Formula:C₁₇H₂₅BrO₄S
Molecular Weight:405.353
Hs Code.:

Synonyms:[(1R,2R,3S)-2-(bromomethyl)-3-(hydroxymethyl)-2,3-dimethylcyclopentyl]methyl-4-methylbenzene sulfonate

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Chemical Property of [(1R,2R,3S)-2-(bromomethyl)-3-(hydroxymethyl)-2,3-dimethylcyclopentyl]methyl-4-methylbenzene sulfonate

Chemical Property:

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Technology Process of [(1R,2R,3S)-2-(bromomethyl)-3-(hydroxymethyl)-2,3-dimethylcyclopentyl]methyl-4-methylbenzene sulfonate

There total 5 articles about [(1R,2R,3S)-2-(bromomethyl)-3-(hydroxymethyl)-2,3-dimethylcyclopentyl]methyl-4-methylbenzene sulfonate 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:

: 98-59-9
p-toluenesulfonyl chloride

: 497261-99-1
(1R,2R,3S)-(2-bromomethyl-3-hydroxymethyl-2,3-dimethylcyclopentyl)methanol

: 497262-00-7
[(1R,2R,3S)-2-(bromomethyl)-3-(hydroxymethyl)-2,3-dimethylcyclopentyl]methyl-4-methylbenzene sulfonate

Guidance literature:: With pyridine; at -10 ℃; for 0.75h;
DOI:10.1016/S0957-4166(02)00372-5

Reference yield:

: 10293-09-1
(1R,4R,7R)-9-bromocamphor

: 497262-00-7
[(1R,2R,3S)-2-(bromomethyl)-3-(hydroxymethyl)-2,3-dimethylcyclopentyl]methyl-4-methylbenzene sulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / SeO₂ / acetic acid / 12 h / Heating

2: 92 percent / H₂O₂ / H₂O; acetic acid / 3.6 h / 20 °C

3: 78 percent / LiAlH₄ / diethyl ether / 1 h / Heating

4: 97.2 percent Turnov_. / pyridine / 0.75 h / -10 °C

With pyridine; lithium aluminium tetrahydride; selenium(IV) oxide; dihydrogen peroxide; In diethyl ether; water; acetic acid;
DOI:10.1016/S0957-4166(02)00372-5

Reference yield:

: 497261-96-8
(1R,7R)-7-(bromomethyl)-1,7-dimethylbicyclo[2.2.1]heptane-2,3-dione

: 497262-00-7
[(1R,2R,3S)-2-(bromomethyl)-3-(hydroxymethyl)-2,3-dimethylcyclopentyl]methyl-4-methylbenzene sulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / H₂O₂ / H₂O; acetic acid / 3.6 h / 20 °C

2: 78 percent / LiAlH₄ / diethyl ether / 1 h / Heating

3: 97.2 percent Turnov_. / pyridine / 0.75 h / -10 °C

With pyridine; lithium aluminium tetrahydride; dihydrogen peroxide; In diethyl ether; water; acetic acid;
DOI:10.1016/S0957-4166(02)00372-5