5-[(R)-1-((1aR,4S,4aR,7S,7aR,7bR)-4-Acetoxymethyl-1,1,7-trimethyl-1a,2,3,4,4a,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-yl)-3-methyl-butyl]-2,4,6-trimethoxy-isophthalic acid dimethyl ester

Base Information

Chemical Name:5-[(R)-1-((1aR,4S,4aR,7S,7aR,7bR)-4-Acetoxymethyl-1,1,7-trimethyl-1a,2,3,4,4a,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-yl)-3-methyl-butyl]-2,4,6-trimethoxy-isophthalic acid dimethyl ester
CAS No.:219954-64-0
Molecular Formula:C₃₅H₅₀O₉
Molecular Weight:614.777
Hs Code.:

5-[(R)-1-((1aR,4S,4aR,7S,7aR,7bR)-4-Acetoxymethyl-1,1,7-trimethyl-1a,2,3,4,4a,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-yl)-3-methyl-butyl]-2,4,6-trimethoxy-isophthalic acid dimethyl ester

Synonyms:5-[(R)-1-((1aR,4S,4aR,7S,7aR,7bR)-4-Acetoxymethyl-1,1,7-trimethyl-1a,2,3,4,4a,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-yl)-3-methyl-butyl]-2,4,6-trimethoxy-isophthalic acid dimethyl ester

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Chemical Property of 5-[(R)-1-((1aR,4S,4aR,7S,7aR,7bR)-4-Acetoxymethyl-1,1,7-trimethyl-1a,2,3,4,4a,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-yl)-3-methyl-butyl]-2,4,6-trimethoxy-isophthalic acid dimethyl ester

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Technology Process of 5-[(R)-1-((1aR,4S,4aR,7S,7aR,7bR)-4-Acetoxymethyl-1,1,7-trimethyl-1a,2,3,4,4a,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-yl)-3-methyl-butyl]-2,4,6-trimethoxy-isophthalic acid dimethyl ester

There total 6 articles about 5-[(R)-1-((1aR,4S,4aR,7S,7aR,7bR)-4-Acetoxymethyl-1,1,7-trimethyl-1a,2,3,4,4a,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-yl)-3-methyl-butyl]-2,4,6-trimethoxy-isophthalic acid dimethyl ester 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:

: 175985-37-2
(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

: 219954-64-0
5-[(R)-1-((1aR,4S,4aR,7S,7aR,7bR)-4-Acetoxymethyl-1,1,7-trimethyl-1a,2,3,4,4a,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-yl)-3-methyl-butyl]-2,4,6-trimethoxy-isophthalic acid dimethyl ester

Guidance literature:: Multi-step reaction with 6 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

5: 100 percent / DMAP / CH₂Cl₂ / 1 h / Ambient temperature

6: 1.) 2-nitrophenyl selenocyanate, n-Bu₃P, 2.) aq. H₂O₂ / 1) THF, 75 deg C, 20 h; 2) THF, rt, 3 h

With dmap; sodium tetrahydroborate; ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; triethylamine; zinc(II) chloride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo981413+

Reference yield:

: 201207-43-4
(-)-(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

: 219954-64-0
5-[(R)-1-((1aR,4S,4aR,7S,7aR,7bR)-4-Acetoxymethyl-1,1,7-trimethyl-1a,2,3,4,4a,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-yl)-3-methyl-butyl]-2,4,6-trimethoxy-isophthalic acid dimethyl ester

Guidance literature:: Multi-step reaction with 5 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

4: 100 percent / DMAP / CH₂Cl₂ / 1 h / Ambient temperature

5: 1.) 2-nitrophenyl selenocyanate, n-Bu₃P, 2.) aq. H₂O₂ / 1) THF, 75 deg C, 20 h; 2) THF, rt, 3 h

With dmap; sodium tetrahydroborate; ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; zinc(II) chloride; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jo981413+

Reference yield:

: 201207-45-6
(+)-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

: 219954-64-0
5-[(R)-1-((1aR,4S,4aR,7S,7aR,7bR)-4-Acetoxymethyl-1,1,7-trimethyl-1a,2,3,4,4a,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-yl)-3-methyl-butyl]-2,4,6-trimethoxy-isophthalic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / H₂ / Pd/C / methanol / 27 h / 3800 Torr / Ambient temperature

2: 96 percent / NaBH₄ / methanol / 1 h / Ambient temperature

3: 100 percent / DMAP / CH₂Cl₂ / 1 h / Ambient temperature

4: 1.) 2-nitrophenyl selenocyanate, n-Bu₃P, 2.) aq. H₂O₂ / 1) THF, 75 deg C, 20 h; 2) THF, rt, 3 h

With dmap; sodium tetrahydroborate; ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jo981413+