2-Acetate-6-[(phenylmethoxy)methyl]-1,4-dioxane-2-methanol

Base Information

• Chemical Name: 2-Acetate-6-[(phenylmethoxy)methyl]-1,4-dioxane-2-methanol
• CAS No.: 338458-98-3
• Molecular Formula: C15H20O5
• Molecular Weight: 280.32
• DSSTox Substance ID: DTXSID00441853
• Nikkaji Number: J1.497.365F
• Mol file: 338458-98-3.mol

Synonyms:2-Acetate;338458-98-3;2-Acetate-6-[(phenylmethoxy)methyl]-1,4-dioxane-2-methanol;[6-(phenylmethoxymethyl)-1,4-dioxan-2-yl]methyl Acetate;6-(Benzyloxymethyl)-1,4-dioxane-2-methanol acetate;AGN-PC-0N6O71;DTXSID00441853;FT-0661172;J-019343

Chemical Property of 2-Acetate-6-[(phenylmethoxy)methyl]-1,4-dioxane-2-methanol

Chemical Property:

• Boiling Point: 393.6±32.0 °C(Predicted)
• PSA: 53.99000
• Density: 1.117±0.06 g/cm3(Predicted)
• LogP: 1.55030
• Solubility.: Dichloromethane
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 280.13107373
• Heavy Atom Count: 20
• Complexity: 288

Purity/Quality:

97% ^*data from raw suppliers

2-Acetate-6-[(phenylmethoxy)methyl]-1,4-dioxane-2-methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC1COCC(O1)COCC2=CC=CC=C2

Technology Process of 2-Acetate-6-[(phenylmethoxy)methyl]-1,4-dioxane-2-methanol

There total 4 articles about 2-Acetate-6-[(phenylmethoxy)methyl]-1,4-dioxane-2-methanol 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: 63.0%

potassium acetate (127-08-2) + 6-benzyloxymethyl-2-iodomethyl-1,4-dioxane (338458-96-1) → 2-benzyloxymethyl-6-methylene-[1,4]dioxane + 2-acetoxymethyl-6-benzyloxymethyl-1,4-dioxane (338458-98-3)

Guidance literature:

With 18-crown-6 ether; In N,N-dimethyl-formamide; at 80 ℃; for 24h;

DOI:10.1002/1099-0690(200103)2001:5<875::AID-EJOC875>3.0.CO;2-R

Reference yield:

Allyl glycidyl ether (106-92-3,25639-25-2,90907-93-0) → 2-acetoxymethyl-6-benzyloxymethyl-1,4-dioxane (338458-98-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / NaH / 4 h / 20 °C

2: 8 percent / I₂; NaHCO₃ / H₂O; diethyl ether / 3 h / 0 °C

3: 63 percent / 18-crown-6 / dimethylformamide / 24 h / 80 °C

With 18-crown-6 ether; iodine; sodium hydride; sodium hydrogencarbonate; In diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200103)2001:5<875::AID-EJOC875>3.0.CO;2-R

Reference yield:

1-O-benzyl-3-O-allyl-1,2,3-propanetriol (83016-75-5) → 2-acetoxymethyl-6-benzyloxymethyl-1,4-dioxane (338458-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 8 percent / I₂; NaHCO₃ / H₂O; diethyl ether / 3 h / 0 °C

2: 63 percent / 18-crown-6 / dimethylformamide / 24 h / 80 °C

With 18-crown-6 ether; iodine; sodium hydrogencarbonate; In diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200103)2001:5<875::AID-EJOC875>3.0.CO;2-R

upstream raw materials:

potassium acetate

6-benzyloxymethyl-2-iodomethyl-1,4-dioxane

Allyl glycidyl ether

1-O-benzyl-3-O-allyl-1,2,3-propanetriol

Downstream raw materials:

2-benzyloxymethyl-6-hydroxymethyl-1,4-dioxane