(1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-3-[3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(E)-ylidenemethyl]-4a,7-dimethyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl ester

Base Information

Chemical Name:(1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-3-[3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(E)-ylidenemethyl]-4a,7-dimethyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl ester
CAS No.:131011-09-1
Molecular Formula:C₄₈H₇₀O₆Si₂
Molecular Weight:799.251
Hs Code.:

(1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-3-[3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(E)-ylidenemethyl]-4a,7-dimethyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl ester

Synonyms:(1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-3-[3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(E)-ylidenemethyl]-4a,7-dimethyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl ester

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Chemical Property of (1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-3-[3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(E)-ylidenemethyl]-4a,7-dimethyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl ester

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Technology Process of (1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-3-[3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(E)-ylidenemethyl]-4a,7-dimethyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl ester

There total 6 articles about (1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-3-[3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(E)-ylidenemethyl]-4a,7-dimethyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl 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: 66.0%

: 131011-07-9
Trifluoro-methanesulfonic acid 3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(Z)-ylidenemethyl ester

: 131011-06-8
(1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-4a,7-dimethyl-3-tributylstannanyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl ester

: 131011-09-1
(1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-3-[3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(E)-ylidenemethyl]-4a,7-dimethyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl ester

Guidance literature:: With palladium diacetate; triphenylphosphine; In tetrahydrofuran; at 70 ℃; for 0.25h;
DOI:10.1021/ja00180a064

Reference yield:

: 562-13-0
2,2-dimethyl-1,3-cyclohexanedione

: 131011-09-1
(1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-3-[3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(E)-ylidenemethyl]-4a,7-dimethyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: catechol borane, oxazaborolidine / toluene / -78 °C

2: imidazole / dimethylformamide / 23 °C

3: NaH, THF

4: 1.) NaH / 1.) THF, 23 deg C, 2.) -40 deg C

5: 66 percent / Pd(OAc)2, PPh₃ / tetrahydrofuran / 0.25 h / 70 °C

With tetrahydrofuran; 1H-imidazole; palladium diacetate; (S)-oxazaborolidine; sodium hydride; triphenylphosphine; benzo[1,3,2]dioxaborole; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00180a064

Reference yield:

: 994-30-9
triethylsilyl chloride

: 131011-09-1
(1aR,4aS,7S,7aS)-7-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-propyl]-3-[3,3-dimethyl-2-oxo-4-triethylsilanyloxy-cyclohex-(E)-ylidenemethyl]-4a,7-dimethyl-1a,2,4a,5,6,7-hexahydro-1-oxa-cyclopropa[d]indene-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: imidazole / dimethylformamide / 23 °C

2: NaH, THF

3: 1.) NaH / 1.) THF, 23 deg C, 2.) -40 deg C

4: 66 percent / Pd(OAc)2, PPh₃ / tetrahydrofuran / 0.25 h / 70 °C

With tetrahydrofuran; 1H-imidazole; palladium diacetate; sodium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja00180a064