(+)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,10S,11S)-10-hydroxy-7-(hydroxymethyl)-3,3,11-trimethyltricyclo<6.3.0.0^2,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate

Base Information

• Chemical Name: (+)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,10S,11S)-10-hydroxy-7-(hydroxymethyl)-3,3,11-trimethyltricyclo<6.3.0.0^2,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate
• CAS No.: 201207-50-3
• Molecular Formula: C₃₃H₅₀O₉
• Molecular Weight: 590.755

Synonyms:(+)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,10S,11S)-10-hydroxy-7-(hydroxymethyl)-3,3,11-trimethyltricyclo<6.3.0.0^2,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate

Chemical Property of (+)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,10S,11S)-10-hydroxy-7-(hydroxymethyl)-3,3,11-trimethyltricyclo<6.3.0.0^2,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate

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Technology Process of (+)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,10S,11S)-10-hydroxy-7-(hydroxymethyl)-3,3,11-trimethyltricyclo<6.3.0.0^2,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate

There total 4 articles about (+)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,10S,11S)-10-hydroxy-7-(hydroxymethyl)-3,3,11-trimethyltricyclo<6.3.0.0^2,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate 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: 96.0%

(-)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,11S)-7-(hydroxymethyl)-3,3,11-trimethyl-10-oxotricyclo<6.3.0.02,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate (201207-49-0) → (+)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,10S,11S)-10-hydroxy-7-(hydroxymethyl)-3,3,11-trimethyltricyclo<6.3.0.02,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate (201207-50-3)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1039/a705231f

Reference yield:

(1aR,4S,7R,7aR,7bR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-1,1,7-trimethyl-1a,3,4,7,7a,7b-hexahydro-1H,2H-cyclopropa[e]azulen-6-one (175985-37-2) → (+)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,10S,11S)-10-hydroxy-7-(hydroxymethyl)-3,3,11-trimethyltricyclo<6.3.0.02,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate (201207-50-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / Et₃N / diethyl ether; CH₂Cl₂ / 1 h / Ambient temperature

2: 33 percent / ZnCl₂ / CH₂Cl₂ / 1 h / Ambient temperature; further reagent and conditions

3: 88 percent / H₂ / Pd/C / methanol / 27 h / 3800 Torr / Ambient temperature

4: 96 percent / NaBH₄ / methanol / 1 h / Ambient temperature

With sodium tetrahydroborate; hydrogen; triethylamine; zinc(II) chloride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jo981413+

Reference yield:

(-)-(1S,2R,4R,7S)-10-(tert-butyldimethylsiloxy)-7-<(tert-butyldimethylsiloxy)methyl>-3,3,11-trimethyltricyclo<6.3.0.02,4>undeca-8,10-diene (201207-43-4) → (+)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,10S,11S)-10-hydroxy-7-(hydroxymethyl)-3,3,11-trimethyltricyclo<6.3.0.02,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate (201207-50-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 33 percent / ZnCl₂ / CH₂Cl₂ / 1 h / Ambient temperature; further reagent and conditions

2: 88 percent / H₂ / Pd/C / methanol / 27 h / 3800 Torr / Ambient temperature

3: 96 percent / NaBH₄ / methanol / 1 h / Ambient temperature

With sodium tetrahydroborate; hydrogen; zinc(II) chloride; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jo981413+

upstream raw materials:

(-)-dimethyl 5-<(1'S)-1'-((1R,2R,4R,7S,8R,11S)-7-(hydroxymethyl)-3,3,11-trimethyl-10-oxotricyclo<6.3.0.0^2,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate

(1aR,4S,7R,7aR,7bR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-1,1,7-trimethyl-1a,3,4,7,7a,7b-hexahydro-1H,2H-cyclopropa[e]azulen-6-one

(-)-(1S,2R,4R,7S)-10-(tert-butyldimethylsiloxy)-7-<(tert-butyldimethylsiloxy)methyl>-3,3,11-trimethyltricyclo<6.3.0.0^2,4>undeca-8,10-diene

(+)-dimethyl 5-<(1'S)-1'-((1S,2R,4R,7S,11R)-7-<(tert-butyldimethylsiloxy)methyl>-3,3,11-trimethyl-10-oxotricyclo<6.3.0.0^2,4>undec-8-en-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate

Downstream raw materials:

2,4,6-trihydroxy-5-((R)-3-methyl-1-((1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylenedecahydro-1Hcyclopropa[e]azulen-7-yl)butyl)isophthalaldehyde

(+)-5-<(1'R)-1'-((1R,2R,4R,8R,11S)-3,3,11-trimethyl-7-methylenetricyclo<6.3.0.0^2,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxybenzene-1,3-dimethanol

(+)-5-<(1'R)-1'-((1R,2R,4R,8R,11S)-3,3,11-trimethyl-7-methylenetricyclo<6.3.0.0^2,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalaldehyde

(+)-dimethyl 5-<(1'R)-1'-((1R,2R,4R,8R,11S)-3,3,11-trimethyl-7-methylenetricyclo<6.3.0.0^2,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate

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