(3S,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid

Base Information

• Chemical Name: (3S,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid
• CAS No.: 1607826-28-7
• Molecular Formula: C₁₁H₂₀O₃
• Molecular Weight: 200.278
• Mol file: 1607826-28-7.mol

Synonyms:

Chemical Property of (3S,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid

There total 1 articles about (3S,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid 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: 92.0%

(R)-4-benzyl-3-((3S,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoyl)oxazolidin-2-one (1607826-24-3) → (3S,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid (1607826-28-7)

Guidance literature:

With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; Inert atmosphere;

DOI:10.1021/ja502744a

Reference yield:

(S)-(9H-fluoren-9-yl)methyl 5-oxo-4-(3-oxo-3-(tritylamino)propyl)oxazolidine-3-carboxylate (910056-51-8) + Fmoc-Leu-OH (35661-60-0) + C49H67N8O15Pol + N-(9-fluorenylmethyl) (2R,3S)-3-hydroxyasparagine (1607826-16-3) + (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoic acid (1607826-15-2) + (3S,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid (1607826-28-7) + (2R,3R)-2-N-(9-fluorenylmethyloxycarbonyl)-D-allothreonine (130674-54-3) → C66H107N15O22 (1608124-49-7)

Guidance literature:

C₄₉H₆₇N₈O₁₅Pol; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; In dichloromethane; for 0.25h; 2-chlorotrityl chloride resin Inert atmosphere;

(2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoic acid; With 1-hydroxy-7-aza-benzotriazole; diisopropyl-carbodiimide; In N,N-dimethyl-formamide; for 2h; 2-chlorotrityl chloride resin Inert atmosphere;

(S)-(9H-fluoren-9-yl)methyl 5-oxo-4-(3-oxo-3-(tritylamino)propyl)oxazolidine-3-carboxylate; Fmoc-Leu-OH; N-(9-fluorenylmethyl) (2R,3S)-3-hydroxyasparagine; (3S,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid; (2R,3R)-2-N-(9-fluorenylmethyloxycarbonyl)-D-allothreonine; Further stages;

DOI:10.1021/ja502744a

upstream raw materials:

(R)-4-benzyl-3-((3S,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoyl)oxazolidin-2-one

Downstream raw materials:

C₆₆H₁₀₇N₁₅O₂₂