6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-oxan-2-yl]-3-methyl-oxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl]-2-hydroxy-3-methyl-benzoic acid

Base Information

• Chemical Name: 6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-oxan-2-yl]-3-methyl-oxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl]-2-hydroxy-3-methyl-benzoic acid
• CAS No.: 37259-88-4
• Molecular Formula: C₃₄H₅₄O₈
• Molecular Weight: 590.798
• Mol file: 37259-88-4.mol

Synonyms:6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-oxan-2-yl]-3-methyl-oxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl]-2-hydroxy-3-methyl-benzoic acid

Chemical Property of 6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-oxan-2-yl]-3-methyl-oxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl]-2-hydroxy-3-methyl-benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-oxan-2-yl]-3-methyl-oxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl]-2-hydroxy-3-methyl-benzoic acid

There total 138 articles about 6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-oxan-2-yl]-3-methyl-oxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl]-2-hydroxy-3-methyl-benzoic 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:

lasalocid sodium (25999-20-6) → lasalocid (X 537 A) (25999-31-9,37259-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dioxane

2: H₂ / palladium on carbon / ethanol / 3 h / Ambient temperature

With hydrogen; palladium on activated charcoal; In 1,4-dioxane; ethanol;

DOI:10.1021/ja00345a055

Reference yield:

lasalocid benzyl ester (41733-86-2) → lasalocid (X 537 A) (25999-31-9,37259-88-4)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)98022-5

Reference yield:

(2S)-2-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>butan-1-ol (73657-53-1) → lasalocid (X 537 A) (25999-31-9,37259-88-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / sodium acetate, pyridinium chlorochromate / CH₂Cl₂ / 2 h

2: 89 percent / tetrahydrofuran / 0.5 h / 0 °C

3: 90 percent / sodium acetate, pyridinium chlorochromate / CH₂Cl₂ / 2 h

4: 33.8 percent / LDA, ZnCl₂ / diethyl ether / 0 °C

5: H₂ / palladium on carbon / ethanol / 3 h / Ambient temperature

With hydrogen; sodium acetate; pyridinium chlorochromate; zinc(II) chloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

DOI:10.1021/ja00345a055

upstream raw materials:

lasalocid benzyl ester

3-methyl-6-(3(R)-formylbutyl)salicylic acid benzyl ester

lasalocid sodium

(2S)-2-<(2S,3S,5S)-5-ethyl-5-<(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydropyran-2-yl>-3-methyltetrahydrofur-2-yl>butan-1-ol

Downstream raw materials:

C₆H₇N*C₃₄H₅₄O₈

4(R)-<5(S)-ethyl-3(S)-methyl-5-(5(R)-ethyl-5-hydroxy-6(S)-methyl-2(R)-tetrahydropyranyl)-2(S)-tetrahydrofuryl>hexan-3-one

2-Hydroxy-3-methyl-6-((R)-3-methyl-4-oxo-butyl)-benzoic acid