2H-Pyran-2-methanol,6-ethoxytetrahydro-3-methyl-,acetate,[2S-(2alpha,3bta,6alpha)]-(9CI)

Base Information

• Chemical Name: 2H-Pyran-2-methanol,6-ethoxytetrahydro-3-methyl-,acetate,[2S-(2alpha,3bta,6alpha)]-(9CI)
• CAS No.: 168333-81-1
• Molecular Formula: C₁₁H₂₀O₄
• Molecular Weight: 216.277
• Mol file: 168333-81-1.mol

Synonyms:2H-Pyran-2-methanol,6-ethoxytetrahydro-3-methyl-,acetate,[2S-(2alpha,3bta,6alpha)]-(9CI)

Chemical Property of 2H-Pyran-2-methanol,6-ethoxytetrahydro-3-methyl-,acetate,[2S-(2alpha,3bta,6alpha)]-(9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-Pyran-2-methanol,6-ethoxytetrahydro-3-methyl-,acetate,[2S-(2alpha,3bta,6alpha)]-(9CI)

There total 3 articles about 2H-Pyran-2-methanol,6-ethoxytetrahydro-3-methyl-,acetate,[2S-(2alpha,3bta,6alpha)]-(9CI) 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: 99.0%

ethanol (64-17-5) + 6-O-acetyl-1,5-anhydro-2,3,4-trideoxy-4-C-methyl-D-erythro-hex-1-enitol (98815-75-9) → [2S,3S]-tetrahydro-6-ethoxy-3-methyl-2-pyranylmethyl acetate (190014-74-5,168333-80-0,168333-81-1)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 2.5h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00229-9

Reference yield:

((2S,3S)-3-Methyl-3,4-dihydro-2H-pyran-2-yl)-methanol (168333-79-7) → [2S,3S]-tetrahydro-6-ethoxy-3-methyl-2-pyranylmethyl acetate (190014-74-5,168333-80-0,168333-81-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / Py / Ambient temperature

2: 99 percent / TsOH*H₂O / CH₂Cl₂ / 2.5 h / Ambient temperature

With pyridine; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1016/S0040-4020(97)00229-9

Reference yield:

[(1S,2S,5R)-2-Methyl-6,8-dioxa-bicyclo[3.2.1]oct-(4E)-ylidene]-hydrazine (168333-78-6) → [2S,3S]-tetrahydro-6-ethoxy-3-methyl-2-pyranylmethyl acetate (190014-74-5,168333-80-0,168333-81-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / NaH / dimethylsulfoxide / 1 h

2: 87 percent / Py / Ambient temperature

3: 99 percent / TsOH*H₂O / CH₂Cl₂ / 2.5 h / Ambient temperature

With pyridine; sodium hydride; toluene-4-sulfonic acid; In dichloromethane; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(97)00229-9

upstream raw materials:

ethanol

6-O-acetyl-1,5-anhydro-2,3,4-trideoxy-4-C-methyl-D-erythro-hex-1-enitol

((2S,3S)-3-Methyl-3,4-dihydro-2H-pyran-2-yl)-methanol

[(1S,2S,5R)-2-Methyl-6,8-dioxa-bicyclo[3.2.1]oct-(4E)-ylidene]-hydrazine