(S)-4-benzyloxy-1,2-dimethoxy-butane

Base Information

• Chemical Name: (S)-4-benzyloxy-1,2-dimethoxy-butane
• CAS No.: 82780-41-4
• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.3
• Mol file: 82780-41-4.mol

Synonyms:(S)-4-benzyloxy-1,2-dimethoxy-butane

Chemical Property of (S)-4-benzyloxy-1,2-dimethoxy-butane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-benzyloxy-1,2-dimethoxy-butane

There total 1 articles about (S)-4-benzyloxy-1,2-dimethoxy-butane 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: 94.0%

(S)-4-benzyloxy-1,2-butanediol (71998-69-1,86990-91-2,104973-80-0,69985-32-6) + methyl iodide (74-88-4) → (S)-4-benzyloxy-1,2-dimethoxy-butane (82780-41-4)

Guidance literature:

With sodium iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 25 ℃; for 3h;

DOI:10.1039/c39820000460

Reference yield:

(S)-4-benzyloxy-1,2-dimethoxy-butane (82780-41-4) → Benzoic acid (2S,6S)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-4-oxo-tetrahydro-pyran-2-ylmethyl ester (129261-30-9)

Guidance literature:

Multi-step reaction with 10 steps

1: 96 percent / H₂ / 5percent Pd/C / ethanol / 760 Torr

2: 98 percent / oxalyl chloride, DMSO, N-methylmorpholine / CH₂Cl₂ / 2.5 h / 0 °C

3: 66 percent / TsOH, MgSO₄ / CH₂Cl₂ / 48 h / Ambient temperature

4: 88 percent / liq. ammonia, sodium / diethyl ether / 0.5 h / -78 °C

5: 50 percent / pyridinium chlorochromate, celite / CH₂Cl₂ / 2.5 h / 20 °C

6: 88 percent / tetrahydrofuran / 0.17 h

7: pyridinium chlorochromate, celite / CH₂Cl₂ / 3.5 h

8: 90 percent / 3P>3RhCl / 55 °C

9: 10 percent / TiCl₄ / CH₂Cl₂ / 1 h / -78 °C

10: 96 percent / pyridine

With 4-methyl-morpholine; pyridine; oxalyl dichloride; Celite; ammonia; hydrogen; sodium; titanium tetrachloride; magnesium sulfate; toluene-4-sulfonic acid; dimethyl sulfoxide; pyridinium chlorochromate; palladium on activated charcoal; Wilkinson's catalyst; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)81981-5

Reference yield:

(S)-4-benzyloxy-1,2-dimethoxy-butane (82780-41-4) → C27H34O7 (129261-31-0)

Guidance literature:

Multi-step reaction with 12 steps

1: 96 percent / H₂ / 5percent Pd/C / ethanol / 760 Torr

2: 98 percent / oxalyl chloride, DMSO, N-methylmorpholine / CH₂Cl₂ / 2.5 h / 0 °C

3: 66 percent / TsOH, MgSO₄ / CH₂Cl₂ / 48 h / Ambient temperature

4: 88 percent / liq. ammonia, sodium / diethyl ether / 0.5 h / -78 °C

5: 50 percent / pyridinium chlorochromate, celite / CH₂Cl₂ / 2.5 h / 20 °C

6: 88 percent / tetrahydrofuran / 0.17 h

7: pyridinium chlorochromate, celite / CH₂Cl₂ / 3.5 h

8: 90 percent / 3P>3RhCl / 55 °C

9: 10 percent / TiCl₄ / CH₂Cl₂ / 1 h / -78 °C

10: 96 percent / pyridine

11: NaBH₄ / ethanol / 2 h

12: DMAP, pyridine

With 4-methyl-morpholine; pyridine; dmap; sodium tetrahydroborate; oxalyl dichloride; Celite; ammonia; hydrogen; sodium; titanium tetrachloride; magnesium sulfate; toluene-4-sulfonic acid; dimethyl sulfoxide; pyridinium chlorochromate; palladium on activated charcoal; Wilkinson's catalyst; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)81981-5

upstream raw materials:

(S)-4-benzyloxy-1,2-butanediol

methyl iodide

Downstream raw materials:

(S)-4-(2-Benzyloxy-ethyl)-2-((S)-2,3-dimethoxy-propyl)-[1,3]dioxolane

Benzoic acid (2S,6S)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-4-oxo-tetrahydro-pyran-2-ylmethyl ester

Benzoic acid (2S,6R)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-4-oxo-tetrahydro-pyran-2-ylmethyl ester

{1-[(2R,4S)-2-((S)-2,3-Dimethoxy-propyl)-[1,3]dioxolan-4-ylmethyl]-2-methyl-propenyloxy}-dimethyl-phenyl-silane