C₄₀H₆₈BNO₉Si

Base Information

• Chemical Name: C₄₀H₆₈BNO₉Si
• CAS No.: 1414941-28-8
• Molecular Formula: C₄₀H₆₈BNO₉Si
• Molecular Weight: 745.878
• Mol file: 1414941-28-8.mol

Synonyms:

Chemical Property of C₄₀H₆₈BNO₉Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₀H₆₈BNO₉Si

There total 30 articles about C₄₀H₆₈BNO₉Si 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:

(2S,4S,6S,7S)-2-[(tert-butyldimethylsilyl)oxy]-6-methoxy-8-[(4-methoxybenzyl)oxy]-1-{4-[(S)-1-methoxybut-3-en-1-yl]oxazol-2-yl}-3,3,7-trimethyloctan-4-ol (1392284-89-7) + 4,4,5,5-tetramethyl-2-(1-propenyl)-1,3,2-dioxaborolane (72824-04-5,83947-58-4,83947-59-5,72824-05-6) → C40H68BNO9Si (1414941-27-7) + C40H68BNO9Si (1414941-28-8)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 18h; Overall yield = 85 %; Overall yield = 6.8 mg; diastereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1021/jo302134y

Reference yield:

[(R)-1-(tert-butyldimethylsilanyloxymethyl)-2-oxopent-4-enyl]carbamic acid tert-butyl ester (171564-54-8) → C40H68BNO9Si (1414941-27-7) + C40H68BNO9Si (1414941-28-8)

Guidance literature:

Multi-step reaction with 11 steps

1.1: sodium tetrahydroborate / ethanol / 2 h / -78 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C

3.1: trifluoroacetic acid / water; dichloromethane / 4 h / 20 °C

4.1: triethylamine / tetrahydrofuran / 20 °C

5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 4.5 h / 20 °C

6.1: 2,6-di-tert-butyl-4-methylpyridine; triphenylphosphine / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

6.2: 15 h / 0 °C

6.3: 5 h / 0 °C

7.1: C₄H₁₀O*H₂Mg*2Br^(1-); dimethylsulfide / dichloromethane / 18 h / 20 °C / Sealed tube

8.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2 h / 20 °C

9.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - -40 °C

9.2: 0.58 h / -40 °C

10.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C

10.2: 1.08 h / 10 °C

11.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 18 h / 20 °C / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium tetrahydroborate; 2,6-di-tert-butyl-4-methylpyridine; dimethylsulfide; C₄H₁₀O*H₂Mg*2Br^(1-); sodium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium hexamethyldisilazane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/chem.201302197

Reference yield:

(2R,3S)-2-amino-3-methoxyhex-5-en-1-ol (1351977-01-9) → C40H68BNO9Si (1414941-27-7) + C40H68BNO9Si (1414941-28-8)

Guidance literature:

Multi-step reaction with 11 steps

1.1: triethylamine / tetrahydrofuran / 20 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 4.5 h / 20 °C

3.1: 2,6-di-tert-butyl-4-methylpyridine; triphenylphosphine / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

3.2: 15 h / 0 °C

3.3: 5 h / 0 °C

4.1: C₄H₁₀O*H₂Mg*2Br^(1-); dimethylsulfide / dichloromethane / 18 h / 20 °C / Sealed tube

5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2 h / 20 °C

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - -40 °C

6.2: 0.58 h / -40 °C

7.1: triethylamine; dicyclohexylboron chloride / tetrahydrofuran; diethyl ether / 1.5 h / -30 °C

7.2: 1.5 h / -78 °C

8.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C

8.2: 0.67 h / 0 °C

9.1: pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Reflux

10.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.75 h / -90 °C / Inert atmosphere

10.2: 20 °C / Inert atmosphere

11.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 18 h / 20 °C / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium aluminium tetrahydride; 2,6-di-tert-butyl-4-methylpyridine; dimethylsulfide; C₄H₁₀O*H₂Mg*2Br^(1-); dicyclohexylboron chloride; sodium hydride; triethylamine; triphenylphosphine; pyridinium chlorochromate; lithium hexamethyldisilazane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; mineral oil;

DOI:10.1002/chem.201302197

upstream raw materials:

(2S,4S,6S,7S)-2-[(tert-butyldimethylsilyl)oxy]-6-methoxy-8-[(4-methoxybenzyl)oxy]-1-{4-[(S)-1-methoxybut-3-en-1-yl]oxazol-2-yl}-3,3,7-trimethyloctan-4-ol

4,4,5,5-tetramethyl-2-(1-propenyl)-1,3,2-dioxaborolane

(3S)-2,2-dimethylpent-4-ene-1,3-diol

(S)-2,2,3,3,6,6,9,9,10,10-decamethyl-5-vinyl-4,8-dioxa-3,9-disilaundecane