(2R,3R)-threo-2-methylpentane-1,3-diol 1-benzyl ether

Base Information

Chemical Name:(2R,3R)-threo-2-methylpentane-1,3-diol 1-benzyl ether
CAS No.:78433-57-5
Molecular Formula:C₁₃H₂₀O₂
Molecular Weight:208.301
Hs Code.:

Synonyms:(2R,3R)-threo-2-methylpentane-1,3-diol 1-benzyl ether

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Chemical Property of (2R,3R)-threo-2-methylpentane-1,3-diol 1-benzyl ether

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Technology Process of (2R,3R)-threo-2-methylpentane-1,3-diol 1-benzyl ether

There total 19 articles about (2R,3R)-threo-2-methylpentane-1,3-diol 1-benzyl ether 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: 87.0%

: 78433-56-4
(2R,3S)-3,4-epoxy-2-methyl-1-butanol benzyl ether

: 78433-57-5
(2R,3R)-threo-2-methylpentane-1,3-diol 1-benzyl ether

Guidance literature:: In diethyl ether; at -55 - -20 ℃; for 4h;
DOI:10.1016/S0040-4039(01)90254-0

Reference yield: 82.0%

: 917-54-4
methyllithium

: 78433-56-4
(2R,3S)-3,4-epoxy-2-methyl-1-butanol benzyl ether

: 78433-57-5
(2R,3R)-threo-2-methylpentane-1,3-diol 1-benzyl ether

Guidance literature:: With copper(l) iodide; In diethyl ether; at -55 - -20 ℃;
DOI:10.1016/0040-4020(82)80081-1

Reference yield:

: 6061-13-8
(2S,3S)-3-methylaspartic acid

: 78433-57-5
(2R,3R)-threo-2-methylpentane-1,3-diol 1-benzyl ether

Guidance literature:: Multi-step reaction with 11 steps

1: NaNO₂ / H₂O; H₂SO₄ / 0 - 25 °C

2: diethyl ether

3: p-TsOH / diethyl ether / Ambient temperature

4: LAH / diethyl ether

5: p-TsOH / methanol / Ambient temperature

6: p-TsOH / Ambient temperature

7: NaCH₂SOMe / dimethylsulfoxide / 5 h / Ambient temperature

8: aq. HCl; methanol; H₂O / 6.5 h / 60 °C

9: 92 percent / pyridine / 0 - 5 °C

10: 66 percent / KOH / methanol / 0.58 h / 0 - 17 °C

11: 82 percent / CuI / diethyl ether / -55 - -20 °C

With potassium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; dimsylsodium; toluene-4-sulfonic acid; sodium nitrite; In pyridine; hydrogenchloride; methanol; diethyl ether; sulfuric acid; water; dimethyl sulfoxide;
DOI:10.1016/0040-4020(82)80081-1