C₈₁H₁₅₃IO₁₂Si₅

Base Information

• Chemical Name: C₈₁H₁₅₃IO₁₂Si₅
• CAS No.: 203063-99-4
• Molecular Formula: C₈₁H₁₅₃IO₁₂Si₅
• Molecular Weight: 1586.43
• Mol file: 203063-99-4.mol

Synonyms:C₈₁H₁₅₃IO₁₂Si₅

Chemical Property of C₈₁H₁₅₃IO₁₂Si₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₈₁H₁₅₃IO₁₂Si₅

There total 35 articles about C₈₁H₁₅₃IO₁₂Si₅ 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: 86.0%

t-butyldimethylsiyl triflate (69739-34-0) + C75H139IO12Si4 (203063-98-3) → C81H153IO12Si5 (203063-99-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1039/a707251a

Reference yield:

(2S,3S,4S,6R,8S,9S)-3,9-dimethyl-8-[(R)-2-hydroxy-1-propyl]-2-[(R)-3-(hydroxymethyl)-1-pentyl]-1,7-dioxaspiro[5.5]undecan-4-ol (131725-13-8) → C81H153IO12Si5 (203063-99-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 13 mg / 2,6-lutidine / CH₂Cl₂ / 2.5 h / -78 °C

2: 90 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h

3: 44 percent / hydrofluoric acid*pyridine / tetrahydrofuran; pyridine / 11 h / 20 °C

4: 96 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / 2.33 h / -78 - 20 °C

5: 99 percent / lithium hydroxide monohydrate / methanol; tetrahydrofuran; H₂O / 20 h / 20 °C

6: 96 percent / DMAP / pyridine

7: 76 percent / diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

8: 52 percent / titanium tetrachloride; i-Pr₂NEt / CH₂Cl₂ / 0.75 h / -78 - -50 °C

9: 86 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; dmap; lithium hydroxide; n-butyllithium; oxalyl dichloride; titanium tetrachloride; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; water; 4: Swern oxidation / 7: Wadsworth-Emmons condensation;

DOI:10.1021/jo0104429

Reference yield:

(2S,3R,4S,6R,8S,9S)-4-benzoyloxy-3,9-dimethyl-8-{(R)-2-[(tert-butyldimethyl-silyl)oxy]-1-propyl}-2-[(R)-3-ethyl-3-formylpropyl]-1,7-dioxaspiro[5.5]undecane (203063-82-5) → C81H153IO12Si5 (203063-99-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / lithium hydroxide monohydrate / methanol; tetrahydrofuran; H₂O / 20 h / 20 °C

2: 96 percent / DMAP / pyridine

3: 76 percent / diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

4: 52 percent / titanium tetrachloride; i-Pr₂NEt / CH₂Cl₂ / 0.75 h / -78 - -50 °C

5: 86 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; dmap; lithium hydroxide; n-butyllithium; titanium tetrachloride; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; water; 3: Wadsworth-Emmons condensation;

DOI:10.1021/jo0104429

upstream raw materials:

t-butyldimethylsiyl triflate

C₇₅H₁₃₉IO₁₂Si₄

3-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-octanoic acid

(2S,3S,4S,6R,8S,9S)-3,9-dimethyl-8-[(R)-2-hydroxy-1-propyl]-2-[(R)-3-(hydroxymethyl)-1-pentyl]-1,7-dioxaspiro[5.5]undecan-4-ol

Downstream raw materials:

rutamycin B