C₃₈H₆₁IO₆Si

Base Information

• Chemical Name: C₃₈H₆₁IO₆Si
• CAS No.: 942133-29-1
• Molecular Formula: C₃₈H₆₁IO₆Si
• Molecular Weight: 768.889
• Mol file: 942133-29-1.mol

Synonyms:C₃₈H₆₁IO₆Si

Chemical Property of C₃₈H₆₁IO₆Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₈H₆₁IO₆Si

There total 18 articles about C₃₈H₆₁IO₆Si 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: 98.0%

(2Z,4Z,6S,7S,8E)-7-(tert-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-2,4,6,9-tetramethylundeca-2,4,8-trienal (942133-05-3) + (E)-(3R,4S)-6-iodo-4-methoxy-3,5-dimethyl-hex-5-en-2-one (942133-04-2) → C38H61IO6Si (942133-29-1)

Guidance literature:

(E)-(3R,4S)-6-iodo-4-methoxy-3,5-dimethyl-hex-5-en-2-one; With triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In diethyl ether; at 0 ℃; for 1h;

(2Z,4Z,6S,7S,8E)-7-(tert-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-2,4,6,9-tetramethylundeca-2,4,8-trienal; In diethyl ether; at -78 - 0 ℃;

With dihydrogen peroxide; In methanol; diethyl ether; at 0 ℃; for 1h; pH=7; optical yield given as %de; aq. buffer;

DOI:10.1021/jo901565n

Reference yield:

(2S,3R,4S,5R,E)-5-(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-4,7-dimethylnon-6-ene-2,3-diol (942133-23-5) → C38H61IO6Si (942133-29-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium meta-periodate / methanol; H₂O / 0.67 h / 0 °C

2.1: 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.25 h / -40 °C

2.2: tetrahydrofuran; toluene / 3 h / -78 °C

3.1: DIBAl-H / CH₂Cl₂; hexane / 1 h / -78 °C

4.1: MnO₂ / CH₂Cl₂ / 20 h / 20 °C

5.1: 18-crown-6; KHMDS / tetrahydrofuran / 0.25 h / -40 °C

5.2: 87 percent / tetrahydrofuran / 6 h / -78 °C

6.1: DIBAl-H / CH₂Cl₂; hexane / 1 h / -78 °C

7.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

8.1: (c-Hex)2BCl; NEt₃ / diethyl ether / 1 h / 0 °C

8.2: diethyl ether / -78 - -30 °C

8.3: aq. H₂O₂ / diethyl ether; methanol / 1 h / 0 °C / pH 7

With manganese(IV) oxide; sodium periodate; 18-crown-6 ether; dicyclohexylboron chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; toluene; 2.2: Horner-Wadsworth-Emmons olefination / 5.2: Horner-Wadsworth-Emmons olefination / 8.2: Peterson aldol reaction;

DOI:10.1021/ja071461o

Reference yield:

(2R,3R,E)-3-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-2,5-dimethylhept-4-enal (942133-09-7) → C38H61IO6Si (942133-29-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.25 h / -40 °C

1.2: tetrahydrofuran; toluene / 3 h / -78 °C

2.1: DIBAl-H / CH₂Cl₂; hexane / 1 h / -78 °C

3.1: MnO₂ / CH₂Cl₂ / 20 h / 20 °C

4.1: 18-crown-6; KHMDS / tetrahydrofuran / 0.25 h / -40 °C

4.2: 87 percent / tetrahydrofuran / 6 h / -78 °C

5.1: DIBAl-H / CH₂Cl₂; hexane / 1 h / -78 °C

6.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

7.1: (c-Hex)2BCl; NEt₃ / diethyl ether / 1 h / 0 °C

7.2: diethyl ether / -78 - -30 °C

7.3: aq. H₂O₂ / diethyl ether; methanol / 1 h / 0 °C / pH 7

With manganese(IV) oxide; 18-crown-6 ether; dicyclohexylboron chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; 1.2: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination / 7.2: Peterson aldol reaction;

DOI:10.1021/ja071461o

upstream raw materials:

(2Z,4Z,6S,7S,8E)-7-(tert-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-2,4,6,9-tetramethylundeca-2,4,8-trienal

(E)-(3R,4S)-6-iodo-4-methoxy-3,5-dimethyl-hex-5-en-2-one

(E)-5-(4-methoxybenzyloxy)-3-methylpent-2-enal

(2S,4R,5R,E)-5-hydroxy-9-(4-methoxybenzyloxy)-4,7-dimethyl-3-oxonon-6-en-2-yl benzoate

Downstream raw materials:

(1E,6E,8Z,10Z,14E)-(3S,4R,12S,13S)-13-(tert-butyl-dimethyl-silanyloxy)-1-iodo-3-methoxy-17-(4-methoxy-benzyloxy)-2,4,8,10,12,15-hexamethyl-heptadeca-1,6,8,10,14-pentaen-5-one