6-(tert-butyldiphenylsilyloxy)-(5S)-5-hydroxyl-N-methoxy-N-methylhexanamide

Base Information

• Chemical Name: 6-(tert-butyldiphenylsilyloxy)-(5S)-5-hydroxyl-N-methoxy-N-methylhexanamide
• CAS No.: 1392104-16-3
• Molecular Formula: C₂₄H₃₅NO₄Si
• Molecular Weight: 429.632
• Mol file: 1392104-16-3.mol

Synonyms:6-(tert-butyldiphenylsilyloxy)-(5S)-5-hydroxyl-N-methoxy-N-methylhexanamide

Chemical Property of 6-(tert-butyldiphenylsilyloxy)-(5S)-5-hydroxyl-N-methoxy-N-methylhexanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(tert-butyldiphenylsilyloxy)-(5S)-5-hydroxyl-N-methoxy-N-methylhexanamide

There total 1 articles about 6-(tert-butyldiphenylsilyloxy)-(5S)-5-hydroxyl-N-methoxy-N-methylhexanamide 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: 100.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + (S)-6-(tert-butyldiphenylsilyloxy)-5-hydroxyhexanoic acid δ-lactone (175398-31-9) → 6-(tert-butyldiphenylsilyloxy)-(5S)-5-hydroxyl-N-methoxy-N-methylhexanamide (1392104-16-3)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; With trimethylaluminum; In dichloromethane; toluene; at 0 ℃;

(S)-6-(tert-butyldiphenylsilyloxy)-5-hydroxyhexanoic acid δ-lactone; In dichloromethane; at 0 - 20 ℃;

DOI:10.1039/c2ob06802h

Reference yield: 78.0%

6-(tert-butyldiphenylsilyloxy)-(5S)-5-hydroxyl-N-methoxy-N-methylhexanamide (1392104-16-3) + tert-butyldimethylsilyl chloride (18162-48-6) → (5S)-5-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylhexanamide (1392104-08-3)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 - 45 ℃; for 13h; Inert atmosphere;

DOI:10.1039/c2ob06802h

Reference yield:

6-(tert-butyldiphenylsilyloxy)-(5S)-5-hydroxyl-N-methoxy-N-methylhexanamide (1392104-16-3) → 8-ethynyl-2-(tert-butyldiphenylsilyloxymethyl)-1,7-dioxaspiro[5.5]undecane (1392104-15-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1H-imidazole; dmap / dichloromethane / 13 h / 20 - 45 °C / Inert atmosphere

2.1: iodine; magnesium / diethyl ether / Inert atmosphere

2.2: 3 h / 0 °C / Inert atmosphere

3.1: bismuth(lll) trifluoromethanesulfonate; orthoformic acid triethyl ester / toluene / 20 °C

4.1: sodium hydrogencarbonate; ozone; Sudan III / dichloromethane / 1 h / -78 °C / Inert atmosphere

4.2: 0.5 h / -78 - 20 °C / Inert atmosphere

5.1: tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

6.1: camphor-10-sulfonic acid / ethanol; water / 3 h / 20 °C

With bismuth(lll) trifluoromethanesulfonate; 1H-imidazole; dmap; camphor-10-sulfonic acid; iodine; sodium hydrogencarbonate; ozone; magnesium; orthoformic acid triethyl ester; Sudan III; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; toluene;

DOI:10.1039/c2ob06802h

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

(S)-6-(tert-butyldiphenylsilyloxy)-5-hydroxyhexanoic acid δ-lactone

Downstream raw materials:

8-ethynyl-2-(tert-butyldiphenylsilyloxymethyl)-1,7-dioxaspiro[5.5]undecane

(10S)-10-(tert-butyldimethylsilyloxy)-11-(tert-butyldiphenylsilyloxy)undec-1-en-6-one

(10S)-10-(tert-butyldimethylsilyloxy)-11-(tert-butyldiphenylsilyloxy)-6-(1,3-dioxolan-2-yl)undec-1-ene

14-(4-(8-((tert-butyldiphenylsilyloxy)methyl)-1,7-dioxaspiro[5.5]undecan-2-yl)-1H-1,2,3-triazol-1-yl)tetradecane-2,5-dione