2-{5-methoxy-2-[(phenylmethoxy)methyl]oxolan-2-yl}ethan-1-ol

Base Information

• Chemical Name: 2-{5-methoxy-2-[(phenylmethoxy)methyl]oxolan-2-yl}ethan-1-ol
• CAS No.: 663601-08-9
• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.337
• Mol file: 663601-08-9.mol

Synonyms:2-{5-methoxy-2-[(phenylmethoxy)methyl]oxolan-2-yl}ethan-1-ol

Chemical Property of 2-{5-methoxy-2-[(phenylmethoxy)methyl]oxolan-2-yl}ethan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{5-methoxy-2-[(phenylmethoxy)methyl]oxolan-2-yl}ethan-1-ol

There total 10 articles about 2-{5-methoxy-2-[(phenylmethoxy)methyl]oxolan-2-yl}ethan-1-ol 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: 56.0%

(5-methoxy-2-vinyloxolan-2-yl)(phenylmethoxy)methane (663601-07-8) → 2-{5-methoxy-2-[(phenylmethoxy)methyl]oxolan-2-yl}ethan-1-ol (663601-08-9)

Guidance literature:

(5-methoxy-2-vinyloxolan-2-yl)(phenylmethoxy)methane; With dimethylsulfide borane complex; In tetrahydrofuran; at -78 - 0 ℃; for 17h;

With sodium perborate; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1021/jm030454h

Reference yield:

(2S)-3-(benzyloxy)propane-1,2-diol (17325-85-8) → 2-{5-methoxy-2-[(phenylmethoxy)methyl]oxolan-2-yl}ethan-1-ol (663601-08-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: imidazole / CH₂Cl₂ / 1.42 h / 20 °C

1.2: CH₂Cl₂; dimethylformamide / 20 °C

2.1: 46.9 g / pyridinium chlorochromate; 4A molecular sieves / CH₂Cl₂ / 2 h / Heating

3.1: tetrahydrofuran / 0 - 20 °C

4.1: BH₃*SMe₂ / tetrahydrofuran / -78 - 20 °C

4.2: 31.7 g / pyridinium chlorochromate; 4A molecular sieves / CH₂Cl₂ / 48 h

5.1: diisobutylaluminum hydride / tetrahydrofuran; toluene / -78 °C

6.1: Dowex 50WX₈-200; aq. AcOH / tetrahydrofuran

7.1: TBAF / tetrahydrofuran / 0 - 20 °C

8.1: 1,3-dicyclohexylcarbodiimide; dichloroacetic acid; DMSO / 16 h

9.1: t-BuOK / tetrahydrofuran / 0.5 h

9.2: 240 mg / tetrahydrofuran

10.1: BH₃*SMe₂ / tetrahydrofuran / 17 h / -78 - 0 °C

10.2: 56 percent / NaBO₃*H₂O / tetrahydrofuran / 2 h / 0 - 20 °C

With 1H-imidazole; dichloro-acetic acid; dimethylsulfide borane complex; 4 A molecular sieve; DOWEX 50WX₈-200; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jm030454h

Reference yield:

3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-(phenylmethoxy)aceton (335393-68-5) → 2-{5-methoxy-2-[(phenylmethoxy)methyl]oxolan-2-yl}ethan-1-ol (663601-08-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: tetrahydrofuran / 0 - 20 °C

2.1: BH₃*SMe₂ / tetrahydrofuran / -78 - 20 °C

2.2: 31.7 g / pyridinium chlorochromate; 4A molecular sieves / CH₂Cl₂ / 48 h

3.1: diisobutylaluminum hydride / tetrahydrofuran; toluene / -78 °C

4.1: Dowex 50WX₈-200; aq. AcOH / tetrahydrofuran

5.1: TBAF / tetrahydrofuran / 0 - 20 °C

6.1: 1,3-dicyclohexylcarbodiimide; dichloroacetic acid; DMSO / 16 h

7.1: t-BuOK / tetrahydrofuran / 0.5 h

7.2: 240 mg / tetrahydrofuran

8.1: BH₃*SMe₂ / tetrahydrofuran / 17 h / -78 - 0 °C

8.2: 56 percent / NaBO₃*H₂O / tetrahydrofuran / 2 h / 0 - 20 °C

With dichloro-acetic acid; dimethylsulfide borane complex; DOWEX 50WX₈-200; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; toluene;

DOI:10.1021/jm030454h

upstream raw materials:

(5-methoxy-2-vinyloxolan-2-yl)(phenylmethoxy)methane

(2S)-3-(benzyloxy)propane-1,2-diol

3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-(phenylmethoxy)aceton

3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-(phenylmethoxy)propan-2-ol

Downstream raw materials:

1-[(4-methoxyphenyl)methoxy]-2-{5-methoxy-2-[(phenylmethoxy)methyl]oxolan-2-yl}ethane

(Z)-nonyl-2-{4-[4-methyl-3-(methylethyl)pentylidene]-5-oxo-2-[(phenylmethoxy)methyl]-2-2,3-dihydrofuryl}acetate

(E)-nonyl-2-{4-[4-methyl-3-(methylethyl)pentylidene]-5-oxo-2-[(phenylmethoxy)methyl]-2-2,3-dihydrofuryl}acetate

(Z)-3-{4-[4-methyl-3-(methylethyl)pentylidene]-5-oxo-2-[(phenylmethoxy)methyl]-2-2,3-dihydrofuryl}propyl octanoate