C₃₅H₅₅NO₈

Base Information

• Chemical Name: C₃₅H₅₅NO₈
• CAS No.: 1403235-27-7
• Molecular Formula: C₃₅H₅₅NO₈
• Molecular Weight: 617.824
• Mol file: 1403235-27-7.mol

Synonyms:C₃₅H₅₅NO₈

Chemical Property of C₃₅H₅₅NO₈

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₅H₅₅NO₈

There total 14 articles about C₃₅H₅₅NO₈ 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:

C23H41NO5 (1403235-26-6) + (-)-(R)-3-oxopentan-2-yl benzoate (460997-47-1) → C35H55NO8 (1403235-27-7)

Guidance literature:

(-)-(R)-3-oxopentan-2-yl benzoate; With N,N-dimethyl-ethanamine; dicyclohexylboron chloride; In diethyl ether; hexane; at 0 ℃; for 1.5h; Inert atmosphere;

C₂₃H₄₁NO₅; In diethyl ether; hexane; at -78 - -20 ℃; for 26h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol302309c

Reference yield:

C14H20O (1403235-36-8) → C35H55NO8 (1403235-27-7)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tert-butyl alcohol; water; tetrahydrofuran / 12 h / Inert atmosphere

1.2: 3 h / 0 - 20 °C / Inert atmosphere

2.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

2.3: 6 h / -78 - 0 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.1: sodium tetrahydroborate / water; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

5.1: triethylamine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

6.1: copper dichloride; 1-Phenylprop-1-yne / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

8.1: dmap / toluene / 3 h / 20 °C / Inert atmosphere

9.1: palladium 10% on activated carbon; hydrogen / methanol

10.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere

11.1: dicyclohexylboron chloride; N,N-dimethyl-ethanamine / diethyl ether; hexane / 1.5 h / 0 °C / Inert atmosphere

11.2: 26 h / -78 - -20 °C / Inert atmosphere

With 2,6-dimethylpyridine; 1-Phenylprop-1-yne; dmap; sodium tetrahydroborate; osmium(VIII) oxide; tetrapropylammonium perruthennate; N,N-dimethyl-ethanamine; di-n-butylboryl trifluoromethanesulfonate; palladium 10% on activated carbon; dicyclohexylboron chloride; tetrabutyl ammonium fluoride; hydrogen; 4-methylmorpholine N-oxide; triethylamine; copper dichloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; toluene; tert-butyl alcohol; 2.1: |Evans Aldol Reaction / 2.2: |Evans Aldol Reaction / 2.3: |Evans Aldol Reaction;

DOI:10.1021/ol302309c

Reference yield:

(3S)-5-(benzyloxy)-3-methylpentanal (82538-49-6) → C35H55NO8 (1403235-27-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

1.3: 6 h / -78 - 0 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: sodium tetrahydroborate / water; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4.1: triethylamine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

5.1: copper dichloride; 1-Phenylprop-1-yne / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

7.1: dmap / toluene / 3 h / 20 °C / Inert atmosphere

8.1: palladium 10% on activated carbon; hydrogen / methanol

9.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere

10.1: dicyclohexylboron chloride; N,N-dimethyl-ethanamine / diethyl ether; hexane / 1.5 h / 0 °C / Inert atmosphere

10.2: 26 h / -78 - -20 °C / Inert atmosphere

With 2,6-dimethylpyridine; 1-Phenylprop-1-yne; dmap; sodium tetrahydroborate; tetrapropylammonium perruthennate; N,N-dimethyl-ethanamine; di-n-butylboryl trifluoromethanesulfonate; palladium 10% on activated carbon; dicyclohexylboron chloride; tetrabutyl ammonium fluoride; hydrogen; 4-methylmorpholine N-oxide; triethylamine; copper dichloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; toluene; 1.1: |Evans Aldol Reaction / 1.2: |Evans Aldol Reaction / 1.3: |Evans Aldol Reaction;

DOI:10.1021/ol302309c

upstream raw materials:

C₁₄H₂₀O

(3S)-5-(benzyloxy)-3-methylpentanal

C₂₆H₃₃NO₅

C₃₂H₄₇NO₅Si

Downstream raw materials:

C₄₁H₆₉NO₈Si