(4S,5S)-(-)-1-Iodo-4-hydroxy-10-methyl-5-(p-toluenesulfonyloxy)undecane

Base Information

Chemical Name:(4S,5S)-(-)-1-Iodo-4-hydroxy-10-methyl-5-(p-toluenesulfonyloxy)undecane
CAS No.:161458-74-8
Molecular Formula:C₁₉H₃₁IO₄S
Molecular Weight:482.423
Hs Code.:

Synonyms:(4S,5S)-(-)-1-Iodo-4-hydroxy-10-methyl-5-(p-toluenesulfonyloxy)undecane

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Chemical Property of (4S,5S)-(-)-1-Iodo-4-hydroxy-10-methyl-5-(p-toluenesulfonyloxy)undecane

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Technology Process of (4S,5S)-(-)-1-Iodo-4-hydroxy-10-methyl-5-(p-toluenesulfonyloxy)undecane

There total 4 articles about (4S,5S)-(-)-1-Iodo-4-hydroxy-10-methyl-5-(p-toluenesulfonyloxy)undecane 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: 88.0%

: 1028277-25-9
(2S,1'S)-(-)-2-<1-(p-Toluenesulfonyloxy)-6-methylheptyl>tetrahydrofuran

: 161458-74-8
(4S,5S)-(-)-1-Iodo-4-hydroxy-10-methyl-5-(p-toluenesulfonyloxy)undecane

Guidance literature:: With chloro-trimethyl-silane; sodium iodide; In acetonitrile; for 18h; Ambient temperature;
DOI:10.1021/jo00106a030

Reference yield:

: 113466-79-8
4-methylpentyllithium

: 161458-74-8
(4S,5S)-(-)-1-Iodo-4-hydroxy-10-methyl-5-(p-toluenesulfonyloxy)undecane

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) CuI / 1.) Et₂O, 2.) -70 deg C, 1 h; -30 deg C, 2 h

2: 91 percent / H₂ / 10percent Pd/C / diethyl ether / 4 h / 1520 Torr

3: 90 percent / pyridine / CHCl₃ / 18 h / 0 °C

4: 88 percent / Me₃SiCl, NaI / acetonitrile / 18 h / Ambient temperature

With pyridine; copper(l) iodide; chloro-trimethyl-silane; hydrogen; sodium iodide; palladium on activated charcoal; In diethyl ether; chloroform; acetonitrile;
DOI:10.1021/jo00106a030

Reference yield:

: 1025945-38-3
(2S,1'S)-(-)-2-(1-Hydroxy-6-methylheptyl)-2,5-dihydrofuran

: 161458-74-8
(4S,5S)-(-)-1-Iodo-4-hydroxy-10-methyl-5-(p-toluenesulfonyloxy)undecane

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / H₂ / 10percent Pd/C / diethyl ether / 4 h / 1520 Torr

2: 90 percent / pyridine / CHCl₃ / 18 h / 0 °C

3: 88 percent / Me₃SiCl, NaI / acetonitrile / 18 h / Ambient temperature

With pyridine; chloro-trimethyl-silane; hydrogen; sodium iodide; palladium on activated charcoal; In diethyl ether; chloroform; acetonitrile;
DOI:10.1021/jo00106a030