(2S,3R,4R)-5-(benzyloxy)-2,3-epoxy-4-methyl-1-<(N-methylcarbamoyl)oxy>pentane

Base Information

Chemical Name:(2S,3R,4R)-5-(benzyloxy)-2,3-epoxy-4-methyl-1-<(N-methylcarbamoyl)oxy>pentane
CAS No.:125782-39-0
Molecular Formula:C₁₅H₂₁NO₄
Molecular Weight:279.336
Hs Code.:

Synonyms:(2S,3R,4R)-5-(benzyloxy)-2,3-epoxy-4-methyl-1-<(N-methylcarbamoyl)oxy>pentane

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Chemical Property of (2S,3R,4R)-5-(benzyloxy)-2,3-epoxy-4-methyl-1-<(N-methylcarbamoyl)oxy>pentane

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Technology Process of (2S,3R,4R)-5-(benzyloxy)-2,3-epoxy-4-methyl-1-<(N-methylcarbamoyl)oxy>pentane

There total 4 articles about (2S,3R,4R)-5-(benzyloxy)-2,3-epoxy-4-methyl-1-<(N-methylcarbamoyl)oxy>pentane 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: 93.0%

: 125873-80-5
((2S,3R)-3-((R)-1-(benzyloxy)propan-2-yl)oxiran-2-yl)methanol

: 624-83-9
methyl isocyanate

: 125782-39-0
(2S,3R,4R)-5-(benzyloxy)-2,3-epoxy-4-methyl-1-<(N-methylcarbamoyl)oxy>pentane

Guidance literature:: With triethylamine; In dichloromethane; for 18h; Ambient temperature;
DOI:10.1021/jm00167a026

Reference yield:

: 114762-43-5
(4S,2Z)-5-(benzyloxy)-4-methyl-2-penten-1-ol

: 125782-39-0
(2S,3R,4R)-5-(benzyloxy)-2,3-epoxy-4-methyl-1-<(N-methylcarbamoyl)oxy>pentane

Guidance literature:: Multi-step reaction with 2 steps

1: 92.3 percent / mCPBA / CH₂Cl₂ / 1.) -10 deg C, 1 h, 2.) 0 deg C, 1.5 h

2: 93 percent / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jm00167a026

Reference yield:

: 79026-61-2
(R)-3-benzyloxy-2-methylpropanal

: 125782-39-0
(2S,3R,4R)-5-(benzyloxy)-2,3-epoxy-4-methyl-1-<(N-methylcarbamoyl)oxy>pentane

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / 1.) 18-crown-6, KN(TMS)2 / 1.) THF, toluene, -78 deg C, 30 min, 2.) THF, -78 deg C, 1 h

2: 96 percent / DIBAL / CH₂Cl₂ / 2 h / -78 °C

3: 92.3 percent / mCPBA / CH₂Cl₂ / 1.) -10 deg C, 1 h, 2.) 0 deg C, 1.5 h

4: 93 percent / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

With 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jm00167a026