(E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-[(1S,2R)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-but-3-enyl]-6-nitro-phenyl ester

Base Information

Chemical Name:(E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-[(1S,2R)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-but-3-enyl]-6-nitro-phenyl ester
CAS No.:860613-40-7
Molecular Formula:C₃₆H₆₁NO₈Si₂
Molecular Weight:692.053
Hs Code.:

(E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-[(1S,2R)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-but-3-enyl]-6-nitro-phenyl ester

Synonyms:(E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-[(1S,2R)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-but-3-enyl]-6-nitro-phenyl ester

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Chemical Property of (E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-[(1S,2R)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-but-3-enyl]-6-nitro-phenyl ester

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Technology Process of (E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-[(1S,2R)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-but-3-enyl]-6-nitro-phenyl ester

There total 8 articles about (E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-[(1S,2R)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-but-3-enyl]-6-nitro-phenyl 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: 88.0%

: 860613-36-1
(E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoyl chloride

: 860613-39-4
(1S,2R)-1-[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-nitro-phenyl]-2-methyl-but-3-en-1-ol

: 860613-40-7
(E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-[(1S,2R)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-but-3-enyl]-6-nitro-phenyl ester

Guidance literature:: (1S,2R)-1-[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-nitro-phenyl]-2-methyl-but-3-en-1-ol; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

(E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoyl chloride; With dmap; triethylamine; In tetrahydrofuran; dichloromethane; at -78 - 25 ℃;
DOI:10.1002/anie.200500247

Reference yield:

: (E)-2-Ethyl-4-methyl-penta-2,4-dienal

: 860613-40-7
(E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-[(1S,2R)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-but-3-enyl]-6-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 - 0 °C

2.1: ethyldiisopropylamine / 0 - 20 °C

3.1: 660 mg / H₂O₂; LiOH*H₂O / H₂O; tetrahydrofuran / 0 - 20 °C

4.1: (COCl)2; N,N-dimethylformamide / CH₂Cl₂ / 0 - 25 °C

5.1: sodium 1,1,1,3,3,3-hexamethyldisilazane / tetrahydrofuran / -78 °C

5.2: 88 percent / Et₃N; 4-(dimethylamino)pyridine / tetrahydrofuran; CH₂Cl₂ / -78 - 25 °C

With lithium hydroxide; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; sodium hexamethyldisilazane; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; 1.1: Evans condensation;
DOI:10.1002/anie.200500247

Reference yield:

: 860613-25-8
(E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid

: 860613-40-7
(E)-(2R,3R)-4-Ethyl-3-methoxymethoxy-2,6-dimethyl-hepta-4,6-dienoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-[(1S,2R)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-but-3-enyl]-6-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: (COCl)2; N,N-dimethylformamide / CH₂Cl₂ / 0 - 25 °C

2.1: sodium 1,1,1,3,3,3-hexamethyldisilazane / tetrahydrofuran / -78 °C

2.2: 88 percent / Et₃N; 4-(dimethylamino)pyridine / tetrahydrofuran; CH₂Cl₂ / -78 - 25 °C

With oxalyl dichloride; sodium hexamethyldisilazane; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200500247