(S)-2-acetoxy-6-benzyloxyhexyl tosylate

Base Information

Chemical Name:(S)-2-acetoxy-6-benzyloxyhexyl tosylate
CAS No.:1424400-62-3
Molecular Formula:C₂₂H₂₈O₆S
Molecular Weight:420.527
Hs Code.:

Synonyms:(S)-2-acetoxy-6-benzyloxyhexyl tosylate

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Chemical Property of (S)-2-acetoxy-6-benzyloxyhexyl tosylate

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Technology Process of (S)-2-acetoxy-6-benzyloxyhexyl tosylate

There total 7 articles about (S)-2-acetoxy-6-benzyloxyhexyl tosylate 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: 82.0%

: 1424400-60-1
(±)-2-acetoxy-6-benzyloxyhexyl tosylate

: 64-19-7,77671-22-8
acetic acid

: 1424400-62-3
(S)-2-acetoxy-6-benzyloxyhexyl tosylate

Guidance literature:: (±)-2-acetoxy-6-benzyloxyhexyl tosylate; With lipase PS from Burkholderia cepacia; In aq. phosphate buffer; at 30 ℃; for 72h; Enzymatic reaction;

acetic acid; With diethylazodicarboxylate; In toluene; at 20 ℃; for 1h;
DOI:10.1016/j.tetasy.2012.11.023

Reference yield:

: 1424400-60-1
(±)-2-acetoxy-6-benzyloxyhexyl tosylate

: 1424400-63-4
(R)-6-(benzyloxy)-2-hydroxyhexyl-4-methylbenzenesulfonate

: 1424400-62-3
(S)-2-acetoxy-6-benzyloxyhexyl tosylate

Guidance literature:: With lipase PS from Burkholderia cepacia; In aq. phosphate buffer; at 30 ℃; for 48h; Enzymatic reaction;
DOI:10.1016/j.tetasy.2012.11.023

Reference yield:

: 71998-68-0
(±)-6-benzyloxyhexan-1,2-diol

: 1424400-62-3
(S)-2-acetoxy-6-benzyloxyhexyl tosylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 20 °C / Inert atmosphere

2.1: pyridine / 20 °C / Inert atmosphere

3.1: lipase PS from Burkholderia cepacia / aq. phosphate buffer / 72 h / 30 °C / Enzymatic reaction

3.2: polymer-supported PPh₃ / 1 h / 20 °C

With pyridine; lipase PS from Burkholderia cepacia; di(n-butyl)tin oxide; triethylamine; In aq. phosphate buffer; dichloromethane; 3.2: |Mitsunobu Displacement;
DOI:10.1016/j.tetasy.2012.11.023