(2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne

Base Information

• Chemical Name: (2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne
• CAS No.: 896451-31-3
• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.456
• Mol file: 896451-31-3.mol

Synonyms:(2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne

Chemical Property of (2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne

There total 1 articles about (2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne 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: 98.0%

(2S,4S,5R,6S)-1-benzyloxy-4-methoxy-2,6-dimethylnon-7-yn-5-ol (896451-25-5) + methyl iodide (74-88-4) → (2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne (896451-31-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 23 ℃; for 1h;

DOI:10.1021/ol0607995 DOI:10.1002/anie.200800400

Reference yield: 57.0%

(2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne (896451-31-3) + (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde (22323-80-4) → (E)-(4S,5R,6S,8S)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-5,6-dimethoxy-2,4,8-trimethylnon-2-en-1-ol

Guidance literature:

(2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne; With triisopropoxytitanium(IV) chloride; cyclopentylmagnesium chloride; In diethyl ether; hexane; toluene; at -78 - -30 ℃;

(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde; With boron trifluoride diethyl etherate; In diethyl ether; hexane; toluene; at -78 ℃; for 1h;

DOI:10.1021/ol0607995

Reference yield: 54.0%

(2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne (896451-31-3) + (2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal (92817-88-4) → (E)-(2S,3S,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol + (E)-(2S,3R,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol (896451-26-6)

Guidance literature:

(2S,4S,5R,6S)-1-benzyloxy-4,5-dimethoxy-2,6-dimethyl-7-nonyne; With triisopropoxytitanium(IV) chloride; cyclopentylmagnesium chloride; In diethyl ether; hexane; toluene; at -78 - -30 ℃;

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal; With boron trifluoride diethyl etherate; In diethyl ether; hexane; toluene; at -78 ℃; for 1h;

DOI:10.1021/ol0607995

upstream raw materials:

(2S,4S,5R,6S)-1-benzyloxy-4-methoxy-2,6-dimethylnon-7-yn-5-ol

methyl iodide

Downstream raw materials:

(E)-(2S,3R,6S,7R,8S,10S)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-7,8-dimethoxy-2,4,6,10-tetramethylundec-4-en-3-ol

(E)-(2S,3R,6S,7R,8S,10S)-11-Benzyloxy-7,8-dimethoxy-2,4,6,10-tetramethyl-undec-4-ene-1,3-diol

(E)-(1S,4S,5R,6S,8S)-9-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-5,6-dimethoxy-2,4,8-trimethylnon-2-en-1-ol