methyl 2(S)-methyl-3-tetrahydropyranyloxypropanoate

Base Information

• Chemical Name: methyl 2(S)-methyl-3-tetrahydropyranyloxypropanoate
• CAS No.: 135910-76-8
• Molecular Formula: C₁₀H₁₈O₄
• Molecular Weight: 202.251
• Mol file: 135910-76-8.mol

Synonyms:

Chemical Property of methyl 2(S)-methyl-3-tetrahydropyranyloxypropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2(S)-methyl-3-tetrahydropyranyloxypropanoate

There total 1 articles about methyl 2(S)-methyl-3-tetrahydropyranyloxypropanoate 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: 100.0%

3,4-dihydro-2H-pyran (110-87-2) + 3-hydroxy-(2S)-methylpropionate (80657-57-4,42998-03-8) → methyl 2(S)-methyl-3-tetrahydropyranyloxypropanoate (88557-53-3,135910-72-4,135910-76-8,96895-76-0)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1021/jo00226a007

Reference yield:

methyl 2(S)-methyl-3-tetrahydropyranyloxypropanoate (88557-53-3,135910-72-4,135910-76-8,96895-76-0) → (R)-3-methyl-γ-butyrolactone (65284-00-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / LAH / diethyl ether / 4 h / Ambient temperature

2: 95 percent / pyridine

3: 70 percent / dimethylsulfoxide / 48 h / Ambient temperature

4: 46 percent / conc. HCl / methanol / 7 h / Heating

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; In methanol; diethyl ether; dimethyl sulfoxide;

DOI:10.1021/jm00075a007

Reference yield:

methyl 2(S)-methyl-3-tetrahydropyranyloxypropanoate (88557-53-3,135910-72-4,135910-76-8,96895-76-0) → (S)-3-(tetrahydro-2-pyranyloxy)-2-methylpropyl p-toluenesulfonate (88557-54-4,96947-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 53.6 g / LiAlH₄ / diethyl ether / 3 h / Heating

2: pyridine / 4 h

With pyridine; lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1246/bcsj.75.111

upstream raw materials:

3,4-dihydro-2H-pyran

3-hydroxy-(2S)-methylpropionate

Downstream raw materials:

(2R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)propyl 4-methylbenzenesulfonate

(S)-3-(tetrahydro-2-pyranyloxy)-2-methylpropyl p-toluenesulfonate

(S)-3-Methyl-4-<(tetrahydropyranyl)oxy>butanenitrile

(R)-1-(benzyloxy)-2-methyl-3-[(tetrahydropyranyl)oxy]propan