(+)-4-O-(tert-butyldimethylsilyl)picropodophyllin

Base Information

• Chemical Name: (+)-4-O-(tert-butyldimethylsilyl)picropodophyllin
• CAS No.: 108448-52-8
• Molecular Formula: C₂₈H₃₆O₈Si
• Molecular Weight: 528.675
• Mol file: 108448-52-8.mol

Synonyms:(+)-4-O-(tert-butyldimethylsilyl)picropodophyllin

Chemical Property of (+)-4-O-(tert-butyldimethylsilyl)picropodophyllin

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (+)-4-O-(tert-butyldimethylsilyl)picropodophyllin

There total 13 articles about (+)-4-O-(tert-butyldimethylsilyl)picropodophyllin 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: 93.0%

t-butyldimethylsiyl triflate (69739-34-0) + picropodophyllotoxin (477-47-4) → (+)-4-O-(tert-butyldimethylsilyl)picropodophyllin (108448-52-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/ja00231a041

Reference yield: 57.0%

methanol (67-56-1) + (5R,5aR,8aR,9R)-9-((tert-butyldimethylsilyl)oxy)-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one (112711-16-7) → (+)-4-O-(tert-butyldimethylsilyl)picropodophyllin (108448-52-8) + 8-(tert-butyl-dimethyl-silanyloxy)-7-hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester (303958-09-0)

Guidance literature:

With potassium carbonate; at 25 ℃;

DOI:10.1016/S0040-4039(00)01136-9

Reference yield: 12.5%

tert-butyldimethylsilyl chloride (18162-48-6) + podofilox (518-28-5) → (5R,5aR,8aR,9R)-9-((tert-butyldimethylsilyl)oxy)-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one (112711-16-7) + (+)-4-O-(tert-butyldimethylsilyl)picropodophyllin (108448-52-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 75 ℃; for 3h;

upstream raw materials:

t-butyldimethylsiyl triflate

picropodophyllotoxin

tert-butyldimethylsilyl chloride

podofilox

Downstream raw materials:

8-(tert-butyl-dimethyl-silanyloxy)-7-hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester

picropodophyllotoxin

podofilox

picropodophyllin homolactone