Lithium; 6-{(3R,4R,5R,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoate

Base Information

• Chemical Name: Lithium; 6-{(3R,4R,5R,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoate
• CAS No.: 107537-18-8
• Molecular Formula: C₃₄H₅₃O₈*Li
• Molecular Weight: 596.731

Synonyms:

Chemical Property of Lithium; 6-{(3R,4R,5R,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Lithium; 6-{(3R,4R,5R,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoate

There total 4 articles about Lithium; 6-{(3R,4R,5R,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoate 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 benzyl ester (41733-86-2) → Lithium; 6-{(3R,4R,5R,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoate (107537-18-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / pTsOH / toluene / 15 h / 65 °C

2: NaBH₄ / methanol / -5 °C

3: VO(acac)2, t-BuOOH

4: Jones oxidation

5: 1.)Li, NH₃; 2.) isoprene, aq. NH₄Cl / 1.) Et₂O, -78 deg C, 5 min.

With tert.-butylhydroperoxide; sodium tetrahydroborate; bis(acetylacetonate)oxovanadium; ammonia; lithium; ammonium chloride; toluene-4-sulfonic acid; isoprene; In methanol; toluene;

DOI:10.1016/S0040-4039(00)84628-6

Reference yield:

6-{(E)-(3R,7R)-7-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-3,5-dimethyl-6-oxo-non-4-enyl}-2-hydroxy-3-methyl-benzoic acid benzyl ester (107449-44-5) → Lithium; 6-{(3R,4R,5R,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoate (107537-18-8)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄ / methanol / -5 °C

2: VO(acac)2, t-BuOOH

3: Jones oxidation

4: 1.)Li, NH₃; 2.) isoprene, aq. NH₄Cl / 1.) Et₂O, -78 deg C, 5 min.

With tert.-butylhydroperoxide; sodium tetrahydroborate; bis(acetylacetonate)oxovanadium; ammonia; lithium; ammonium chloride; isoprene; In methanol;

DOI:10.1016/S0040-4039(00)84628-6

Reference yield:

6-[(R)-3-((2R,3S)-3-{(R)-2-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-butyryl}-3-methyl-oxiranyl)-butyl]-2-hydroxy-3-methyl-benzoic acid benzyl ester (107449-47-8,107494-43-9) → Lithium; 6-{(3R,4R,5R,7R)-7-[(2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl}-2-hydroxy-3-methyl-benzoate (107537-18-8)

Guidance literature:

With ammonia; lithium; ammonium chloride; isoprene; Yield given. Multistep reaction; 1.) Et₂O, -78 deg C, 5 min.;

DOI:10.1016/S0040-4039(00)84628-6

upstream raw materials:

6-[(R)-3-((2R,3S)-3-{(R)-2-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-butyryl}-3-methyl-oxiranyl)-butyl]-2-hydroxy-3-methyl-benzoic acid benzyl ester

lasalocid benzyl ester

6-{(E)-(3R,7R)-7-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-3,5-dimethyl-6-oxo-non-4-enyl}-2-hydroxy-3-methyl-benzoic acid benzyl ester

6-[(R)-3-((2R,3R)-3-{(1S,2S)-2-[(2S,3S,5S)-5-Ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-yl]-1-hydroxy-butyl}-3-methyl-oxiranyl)-butyl]-2-hydroxy-3-methyl-benzoic acid benzyl ester

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