(2S,3R)-2-[6-(benzyloxy)hexyl]-3-(chloromethyl)oxirane

Base Information

Chemical Name:(2S,3R)-2-[6-(benzyloxy)hexyl]-3-(chloromethyl)oxirane
CAS No.:1146690-86-9
Molecular Formula:C₁₆H₂₃ClO₂
Molecular Weight:282.81
Hs Code.:

Synonyms:(2S,3R)-2-[6-(benzyloxy)hexyl]-3-(chloromethyl)oxirane

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Chemical Property of (2S,3R)-2-[6-(benzyloxy)hexyl]-3-(chloromethyl)oxirane

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Technology Process of (2S,3R)-2-[6-(benzyloxy)hexyl]-3-(chloromethyl)oxirane

There total 5 articles about (2S,3R)-2-[6-(benzyloxy)hexyl]-3-(chloromethyl)oxirane 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: 90.0%

: 1146690-66-5
{(2S,3S)-3-[6-(benzyloxy)hexyl]oxiran-2-yl}methanol

: 1146690-86-9
(2S,3R)-2-[6-(benzyloxy)hexyl]-3-(chloromethyl)oxirane

Guidance literature:: With tetrachloromethane; sodium hydrogencarbonate; triphenylphosphine; for 24h; Reflux;
DOI:10.1021/ol9002724

Reference yield:

: 1146690-65-4
ethyl (E)-9-(benzyloxy)-2-nonenoate

: 1146690-86-9
(2S,3R)-2-[6-(benzyloxy)hexyl]-3-(chloromethyl)oxirane

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 1.17 h / 0 °C / Inert atmosphere

2.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane; toluene / 0.5 h / -20 °C / Molecular sieve; Inert atmosphere

2.2: -20 - 0 °C / Molecular sieve; Inert atmosphere

3.1: sodium hydrogencarbonate; triphenylphosphine / tetrachloromethane / 24 h / Inert atmosphere; Reflux

With titanium(IV) isopropylate; aluminum (III) chloride; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; sodium hydrogencarbonate; triphenylphosphine; In tetrachloromethane; diethyl ether; dichloromethane; toluene; 2.1: Sharpless epoxidation / 2.2: Sharpless epoxidation;
DOI:10.1002/ejoc.201001205

Reference yield:

: 1146690-85-8
(E)-9-(benzyloxy)-2-nonen-1-ol

: 1146690-86-9
(2S,3R)-2-[6-(benzyloxy)hexyl]-3-(chloromethyl)oxirane

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane; toluene / 0.5 h / -20 °C / Molecular sieve; Inert atmosphere

1.2: -20 - 0 °C / Molecular sieve; Inert atmosphere

2.1: sodium hydrogencarbonate; triphenylphosphine / tetrachloromethane / 24 h / Inert atmosphere; Reflux

With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; sodium hydrogencarbonate; triphenylphosphine; In tetrachloromethane; dichloromethane; toluene; 1.1: Sharpless epoxidation / 1.2: Sharpless epoxidation;
DOI:10.1002/ejoc.201001205