(1S,3S,4R)-methyl 3-<<(p-tolylsulfonyl)oxy>methyl>-4,5,5-trimethylcyclopentanecarboxylate

Base Information

Chemical Name:(1S,3S,4R)-methyl 3-<<(p-tolylsulfonyl)oxy>methyl>-4,5,5-trimethylcyclopentanecarboxylate
CAS No.:127255-28-1
Molecular Formula:C₁₈H₂₆O₅S
Molecular Weight:354.467
Hs Code.:

Synonyms:(1S,3S,4R)-methyl 3-<<(p-tolylsulfonyl)oxy>methyl>-4,5,5-trimethylcyclopentanecarboxylate

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Chemical Property of (1S,3S,4R)-methyl 3-<<(p-tolylsulfonyl)oxy>methyl>-4,5,5-trimethylcyclopentanecarboxylate

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Technology Process of (1S,3S,4R)-methyl 3-<<(p-tolylsulfonyl)oxy>methyl>-4,5,5-trimethylcyclopentanecarboxylate

There total 3 articles about (1S,3S,4R)-methyl 3-<<(p-tolylsulfonyl)oxy>methyl>-4,5,5-trimethylcyclopentanecarboxylate 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: 84.0%

: 127255-20-3
(1S,3S,4R)-methyl 3-(hydroxymethyl)-4,5,5-trimethylcyclopentanecarboxylate

: 98-59-9
p-toluenesulfonyl chloride

: 127255-28-1
(1S,3S,4R)-methyl 3-<<(p-tolylsulfonyl)oxy>methyl>-4,5,5-trimethylcyclopentanecarboxylate

Guidance literature:: With dmap; In pyridine; for 1h; Ambient temperature;
DOI:10.1021/jo00300a021

Reference yield:

: 127308-32-1
methyl phenylcamphorate

: 127255-28-1
(1S,3S,4R)-methyl 3-<<(p-tolylsulfonyl)oxy>methyl>-4,5,5-trimethylcyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / NaIO₄, RuO₄ / CCl₄; acetonitrile; H₂O / 72 h

2: 93 percent / borane / tetrahydrofuran / 3 h / 0 °C

3: 84 percent / 4-(dimethylamino)pyridine / pyridine / 1 h / Ambient temperature

With dmap; sodium periodate; ruthenium tetroxide; borane; In tetrahydrofuran; pyridine; tetrachloromethane; water; acetonitrile;
DOI:10.1021/jo00300a021

Reference yield:

: 307306-66-7
(1S,3S,5R)-3-(carbomethoxy)-4,4,5-trimethylcyclopentanecarboxylic acid

: 127255-28-1
(1S,3S,4R)-methyl 3-<<(p-tolylsulfonyl)oxy>methyl>-4,5,5-trimethylcyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / borane / tetrahydrofuran / 3 h / 0 °C

2: 84 percent / 4-(dimethylamino)pyridine / pyridine / 1 h / Ambient temperature

With dmap; borane; In tetrahydrofuran; pyridine;
DOI:10.1021/jo00300a021