methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)-3-pivaloyloxy-2-tosyloxypropyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate

Base Information

• Chemical Name: methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)-3-pivaloyloxy-2-tosyloxypropyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate
• CAS No.: 853057-21-3
• Molecular Formula: C₄₅H₄₆O₁₃S
• Molecular Weight: 826.918
• Mol file: 853057-21-3.mol

Synonyms:methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)-3-pivaloyloxy-2-tosyloxypropyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate

Chemical Property of methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)-3-pivaloyloxy-2-tosyloxypropyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)-3-pivaloyloxy-2-tosyloxypropyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate

There total 6 articles about methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)-3-pivaloyloxy-2-tosyloxypropyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate 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:

methyl 7-hydroxy-2-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carboxylate (848772-90-7) → methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)-3-pivaloyloxy-2-tosyloxypropyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate (853057-21-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,2-bis(diphenylphosphino)propane; diethyl azodicarboxylate / dioxane / 16 h / 0 - 20 °C

2: 48 percent / OsO₄; 4-methylmorpholine N-oxide monohydrate / 2-methyl-propan-2-ol; H₂O / 40 h

3: 84 percent / pyridine / 0.5 h / 0 °C

4: 72 percent / pyridine / 16 h / 20 °C

With pyridine; osmium(VIII) oxide; 1,2-bis(diphenylphosphino)propane; 4-methylmorpholine 4-oxide monohydrate; diethylazodicarboxylate; In 1,4-dioxane; water; tert-butyl alcohol; 1: Mitsunobu reaction;

DOI:10.1016/j.tet.2005.02.024

Reference yield:

methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)prop-2-enyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate (853057-17-7) → methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)-3-pivaloyloxy-2-tosyloxypropyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate (853057-21-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 percent / OsO₄; 4-methylmorpholine N-oxide monohydrate / 2-methyl-propan-2-ol; H₂O / 40 h

2: 84 percent / pyridine / 0.5 h / 0 °C

3: 72 percent / pyridine / 16 h / 20 °C

With pyridine; osmium(VIII) oxide; 4-methylmorpholine 4-oxide monohydrate; In water; tert-butyl alcohol;

DOI:10.1016/j.tet.2005.02.024

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)-3-pivaloyloxy-2-tosyloxypropyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate (853057-21-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / p-toluene-sulfonic acid monohydrate / toluene / 2 h / Heating

2: 1,2-bis(diphenylphosphino)propane; diethyl azodicarboxylate / dioxane / 16 h / 0 - 20 °C

3: 48 percent / OsO₄; 4-methylmorpholine N-oxide monohydrate / 2-methyl-propan-2-ol; H₂O / 40 h

4: 84 percent / pyridine / 0.5 h / 0 °C

5: 72 percent / pyridine / 16 h / 20 °C

With pyridine; osmium(VIII) oxide; toluene-4-sulfonic acid; 1,2-bis(diphenylphosphino)propane; 4-methylmorpholine 4-oxide monohydrate; diethylazodicarboxylate; In 1,4-dioxane; water; toluene; tert-butyl alcohol; 2: Mitsunobu reaction;

DOI:10.1016/j.tet.2005.02.024

upstream raw materials:

methyl 7-hydroxy-2-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carboxylate

methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)prop-2-enyloxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate

methyl 7-[1-(3-methoxy-4-benzyloxyphenyl)-2,3-dihydroxypropoxy]-2-(4-methoxyphenyl)-1,3-benzodioxole-5-carboxylate

p-Anisaldehyde dimethyl acetal