(2E,6E)-(S)-7-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-5-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-hepta-2,6-dienal

Base Information

Chemical Name:(2E,6E)-(S)-7-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-5-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-hepta-2,6-dienal
CAS No.:496918-01-5
Molecular Formula:C₄₅H₆₆O₆Si₂
Molecular Weight:759.186
Hs Code.:

(2E,6E)-(S)-7-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-5-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-hepta-2,6-dienal

Synonyms:(2E,6E)-(S)-7-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-5-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-hepta-2,6-dienal

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Chemical Property of (2E,6E)-(S)-7-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-5-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-hepta-2,6-dienal

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Technology Process of (2E,6E)-(S)-7-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-5-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-hepta-2,6-dienal

There total 8 articles about (2E,6E)-(S)-7-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-5-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-hepta-2,6-dienal 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: 83.0%

: 24720-64-7
2-(triphenylphosphoranylidene)propionaldehyde

: 496917-99-8
(E)-(S)-5-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pent-4-enal

: 496918-01-5
(2E,6E)-(S)-7-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-5-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-hepta-2,6-dienal

Guidance literature:: In toluene; at 85 ℃; for 20h;
DOI:10.3987/com-02-s(m)17

Reference yield:

: 146983-25-7
(E)-3-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester

: 496918-01-5
(2E,6E)-(S)-7-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-5-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-hepta-2,6-dienal

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / DIBAL-H / CH₂Cl₂ / -78 °C

2: 92 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / -78 °C

3: toluene / 5 h / -78 °C

4: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

5: 71 percent / (DHQD)2-PHAL; Ad-mix β; OsO4 / 2-methyl-propan-2-ol; H2O; toluene / 24 h

6: 94 percent / periodic acid / tetrahydrofuran / 2 h / 20 °C

7: 83 percent / toluene / 20 h / 85 °C

With 2,6-dimethylpyridine; osmium(VIII) oxide; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; periodic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; 2: Swern oxidation / 5: Sharpless dihydroxylation;
DOI:10.3987/com-02-s(m)17

Reference yield:

: 497065-29-9
(2R,2R,4S,5R)-spiro-1-[(tert-butyldiphenylsilyloxy)methyl]-2-methyl-5-(2-methylpropen-1-ol)cyclohex-1-ene-(4,5')-2'-tert-butyl-1',3'-dioxolan-4'-ol

: 496918-01-5
(2E,6E)-(S)-7-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-5-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-hepta-2,6-dienal

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / -78 °C

2: toluene / 5 h / -78 °C

3: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

4: 71 percent / (DHQD)2-PHAL; Ad-mix β; OsO4 / 2-methyl-propan-2-ol; H2O; toluene / 24 h

5: 94 percent / periodic acid / tetrahydrofuran / 2 h / 20 °C

6: 83 percent / toluene / 20 h / 85 °C

With 2,6-dimethylpyridine; osmium(VIII) oxide; oxalyl dichloride; dimethyl sulfoxide; periodic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; 1: Swern oxidation / 4: Sharpless dihydroxylation;
DOI:10.3987/com-02-s(m)17