C₇₂H₁₀₅N₃O₁₆Si₂

Base Information

• Chemical Name: C₇₂H₁₀₅N₃O₁₆Si₂
• CAS No.: 262279-36-7
• Molecular Formula: C₇₂H₁₀₅N₃O₁₆Si₂
• Molecular Weight: 1324.81
• Mol file: 262279-36-7.mol

Synonyms:C₇₂H₁₀₅N₃O₁₆Si₂

Chemical Property of C₇₂H₁₀₅N₃O₁₆Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₇₂H₁₀₅N₃O₁₆Si₂

There total 35 articles about C₇₂H₁₀₅N₃O₁₆Si₂ 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%

(3R,4R,5R,9S,10S,12S,13R,14S)-12-(tert-butyldimethylsilyloxy)-10,14-dimethoxy-4-acetyloxy-3,5,9,13-tetramethyl-6,16-dioxo-1-hexadecanal 2,2-dimethyl-1,3-propanediol acetal (262279-25-4) + (3S,8R,9S)-(E)-3-(tert-butyldiphenylsiloxy)-7-oxo-8-methyl-9-methoxy-9-(2-bromomethyl-2,4'-trisoxazole-4'-yl)-non-5-enoic acid (262279-24-3) → C72H105N3O16Si2 (262279-36-7)

Guidance literature:

(3S,8R,9S)-(E)-3-(tert-butyldiphenylsiloxy)-7-oxo-8-methyl-9-methoxy-9-(2-bromomethyl-2,4'-trisoxazole-4'-yl)-non-5-enoic acid; With triethylphosphine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

(3R,4R,5R,9S,10S,12S,13R,14S)-12-(tert-butyldimethylsilyloxy)-10,14-dimethoxy-4-acetyloxy-3,5,9,13-tetramethyl-6,16-dioxo-1-hexadecanal 2,2-dimethyl-1,3-propanediol acetal; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Further stages.;

DOI:10.1021/ja994003r

Reference yield:

2''-(tert-Butyl-diphenyl-silanyloxymethyl)-[2,4';2',4'']teroxazole-4-carbaldehyde (194232-63-8) → C72H105N3O16Si2 (262279-36-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 65 percent / TiCl₄ / CH₂Cl₂ / 24 h / -78 - 20 °C

2.1: 93 percent / silver(I) oxide / 10 h / Heating

3.1: OsO₄; trimethylamine N-oxide dihydrate; t-BuOH / tetrahydrofuran; H₂O; toluene / 4 h / 20 °C

4.1: 773 mg / Pb(OAc)4; K₂CO₃ / diethyl ether / 0.25 h / 0 °C

5.1: 80 percent / NiCl₂; CrCl₂ / tetrahydrofuran; dimethylformamide / 20 °C

6.1: 99 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.5 h / 20 °C

7.1: 94 percent / TBAF / tetrahydrofuran / 0.08 h / 0 °C

8.1: 92 percent / CBr₄; PPh₃; 2,6-lutidine / dimethylformamide / 0.5 h

9.1: TFA / CH₂Cl₂ / 3 h / 0 °C

10.1: triethylphosphine / dimethylformamide / 0.5 h / 20 °C

10.2: 86 percent / DBU / dimethylformamide; tetrahydrofuran / 0.5 h / 0 °C

With pyridine; 2,6-dimethylpyridine; chromium dichloride; lead(IV) acetate; osmium(VIII) oxide; carbon tetrabromide; trimethylamine-N-oxide; tetrabutyl ammonium fluoride; titanium tetrachloride; potassium carbonate; Dess-Martin periodane; triphenylphosphine; trifluoroacetic acid; nickel dichloride; silver(l) oxide; tert-butyl alcohol; triethylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; 6.1: Dess-Martin oxidation / 10.1: Schlosser-Wittig olefination;

DOI:10.1021/ja002377a

Reference yield:

2,2-Dimethyl-propionic acid (3S,4R,5S)-5-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-4-methyl-7-oxo-heptyl ester → C72H105N3O16Si2 (262279-36-7)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 88 percent / TiCl₄ / CH₂Cl₂ / 8 h / -78 °C

2.1: 87 percent / Proton Sponge(R) / CH₂Cl₂ / 15 h / 0 - 25 °C

3.1: O₃; pyridine / methanol / 0.17 h / -78 °C

3.2: methylsulfide / methanol / 10 h / 25 °C

4.1: 1.18 g / CrCl₂ / tetrahydrofuran / 20 °C

5.1: 88 percent / NiCl₂; CrCl₂ / tetrahydrofuran; dimethylsulfoxide / 20 °C

6.1: NaNO₂; H₂ / PtO₂ / ethyl acetate; ethanol / 3 h / 3040.2 Torr

7.1: DIBAL-H / CH₂Cl₂; hexane / 2 h / -78 °C

8.1: 411 mg / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1.5 h / 20 °C

9.1: 87 percent / aq. DDQ / CH₂Cl₂ / 0.75 h / 20 °C

10.1: 82 percent / DMAP / CH₂Cl₂ / 0.5 h / 0 °C

11.1: triethylphosphine / dimethylformamide / 0.5 h / 20 °C

11.2: 86 percent / DBU / dimethylformamide; tetrahydrofuran / 0.5 h / 0 °C

With pyridine; chromium dichloride; dmap; hydrogen; titanium tetrachloride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; diisobutylaluminium hydride; Dess-Martin periodane; ozone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel dichloride; sodium nitrite; triethylphosphine; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 4.1: Takai olefination / 11.1: Schlosser-Wittig olefination;

DOI:10.1021/ja002377a

upstream raw materials:

(3R,4R,5R,9S,10S,12S,13R,14S)-12-(tert-butyldimethylsilyloxy)-10,14-dimethoxy-4-acetyloxy-3,5,9,13-tetramethyl-6,16-dioxo-1-hexadecanal 2,2-dimethyl-1,3-propanediol acetal

(3S,8R,9S)-(E)-3-(tert-butyldiphenylsiloxy)-7-oxo-8-methyl-9-methoxy-9-(2-bromomethyl-2,4'-trisoxazole-4'-yl)-non-5-enoic acid

2''-(tert-Butyl-diphenyl-silanyloxymethyl)-[2,4';2',4'']teroxazole-4-carbaldehyde

(5S,6S)-(E)-methyl 6-methoxy-5-methyl-6-(2-tert-butyldiphenylsiloxymethyl-2,4'-trisoxazole-4'-yl)-hex-3-enoate

Downstream raw materials:

9-{2''-[14-acetoxy-16-(5,5-dimethyl-[1,3]dioxan-2-yl)-6-hydroxy-4,8-dimethoxy-5,9,13,15-tetramethyl-12-oxo-hexadec-1-enyl]-[2,4';2',4'']teroxazol-4-yl}-3-(tert-butyl-diphenyl-silanyloxy)-9-methoxy-8-methyl-7-oxo-non-5-enoic acid

C₆₆H₈₉N₃O₁₅Si

C₆₃H₈₂N₄O₁₄Si