(1S,2R,5R,6R,10R,11S,12S,13R,15R,16R,18R,20S)-5-Ethyl-12,15-bis-methoxymethoxy-2,6,8,8,11,13,15,20-octamethyl-18-(2,4,6-trimethyl-phenyl)-4,7,9,17,19-pentaoxa-tricyclo[14.3.1.0^6,10]icosan-3-one

Base Information

• Chemical Name: (1S,2R,5R,6R,10R,11S,12S,13R,15R,16R,18R,20S)-5-Ethyl-12,15-bis-methoxymethoxy-2,6,8,8,11,13,15,20-octamethyl-18-(2,4,6-trimethyl-phenyl)-4,7,9,17,19-pentaoxa-tricyclo[14.3.1.0^6,10]icosan-3-one
• CAS No.: 78442-95-2
• Molecular Formula: C₃₈H₆₂O₁₀
• Molecular Weight: 678.904

Synonyms:

Chemical Property of (1S,2R,5R,6R,10R,11S,12S,13R,15R,16R,18R,20S)-5-Ethyl-12,15-bis-methoxymethoxy-2,6,8,8,11,13,15,20-octamethyl-18-(2,4,6-trimethyl-phenyl)-4,7,9,17,19-pentaoxa-tricyclo[14.3.1.0^6,10]icosan-3-one

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Purity/Quality:

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Useful:

Technology Process of (1S,2R,5R,6R,10R,11S,12S,13R,15R,16R,18R,20S)-5-Ethyl-12,15-bis-methoxymethoxy-2,6,8,8,11,13,15,20-octamethyl-18-(2,4,6-trimethyl-phenyl)-4,7,9,17,19-pentaoxa-tricyclo[14.3.1.0^6,10]icosan-3-one

There total 1 articles about (1S,2R,5R,6R,10R,11S,12S,13R,15R,16R,18R,20S)-5-Ethyl-12,15-bis-methoxymethoxy-2,6,8,8,11,13,15,20-octamethyl-18-(2,4,6-trimethyl-phenyl)-4,7,9,17,19-pentaoxa-tricyclo[14.3.1.0^6,10]icosan-3-one 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: 10.0%

(R)-2-[(2R,4S,5S,6R)-6-{(1R,3R,4S,5S)-5-[(4R,5R)-5-((R)-1-Hydroxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-1,4-bis-methoxymethoxy-1,3-dimethyl-hexyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-thiopropionic acid S-pyridin-2-yl ester (78442-89-4,78512-12-6) → (1S,2R,5R,6R,10R,11S,12S,13R,15R,16R,18R,20S)-5-Ethyl-12,15-bis-methoxymethoxy-2,6,8,8,11,13,15,20-octamethyl-18-(2,4,6-trimethyl-phenyl)-4,7,9,17,19-pentaoxa-tricyclo[14.3.1.06,10]icosan-3-one (78442-95-2)

Guidance literature:

In xylene; at 140 ℃; Product distribution; lactonization of (9R)- and (9S)-2-pyridyl thioesters;

DOI:10.1021/ja00401a050

Reference yield:

2-thiopyridyl chloroformate (73371-99-0) + (1S,2R,5R,6R,10R,11S,12R,13R,15R,16R,18R,20S)-5-Ethyl-12,15-bis-methoxymethoxy-2,6,8,8,11,13,15,20-octamethyl-18-(2,4,6-trimethyl-phenyl)-4,7,9,17,19-pentaoxa-tricyclo[14.3.1.06,10]icosan-3-one (78442-95-2) → (R)-2-[(2R,4S,5S,6R)-6-{(1R,3R,4R,5S)-5-[(4R,5R)-5-((R)-1-Hydroxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-1,4-bis-methoxymethoxy-1,3-dimethyl-hexyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-thiopropionic acid S-pyridin-2-yl ester (78442-89-4,78512-12-6)

Guidance literature:

With sodium hydroxide; triethylamine; Multistep reaction; 1.) EtOH, t-BuOH, room temperature, 2.) CH₂Cl₂, 0 deg C;

DOI:10.1021/ja00401a050

Reference yield:

2-thiopyridyl chloroformate (73371-99-0) + (1S,2R,5R,6R,10R,11S,12S,13R,15R,16R,18R,20S)-5-Ethyl-12,15-bis-methoxymethoxy-2,6,8,8,11,13,15,20-octamethyl-18-(2,4,6-trimethyl-phenyl)-4,7,9,17,19-pentaoxa-tricyclo[14.3.1.06,10]icosan-3-one (78442-95-2) → (R)-2-[(2R,4S,5S,6R)-6-{(1R,3R,4S,5S)-5-[(4R,5R)-5-((R)-1-Hydroxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-1,4-bis-methoxymethoxy-1,3-dimethyl-hexyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-thiopropionic acid S-pyridin-2-yl ester (78442-89-4,78512-12-6)

Guidance literature:

With sodium hydroxide; triethylamine; Multistep reaction; 1.) EtOH, t-BuOH, room temperature, 2.) CH₂Cl₂, 0 deg C;

DOI:10.1021/ja00401a050

upstream raw materials:

(R)-2-[(2R,4S,5S,6R)-6-{(1R,3R,4S,5S)-5-[(4R,5R)-5-((R)-1-Hydroxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-1,4-bis-methoxymethoxy-1,3-dimethyl-hexyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-thiopropionic acid S-pyridin-2-yl ester

Downstream raw materials:

(R)-2-[(2R,4S,5S,6R)-6-{(1R,3R,4R,5S)-5-[(4R,5R)-5-((R)-1-Hydroxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-1,4-bis-methoxymethoxy-1,3-dimethyl-hexyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-thiopropionic acid S-pyridin-2-yl ester

(R)-2-[(2R,4S,5S,6R)-6-{(1R,3R,4S,5S)-5-[(4R,5R)-5-((R)-1-Hydroxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-1,4-bis-methoxymethoxy-1,3-dimethyl-hexyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-thiopropionic acid S-pyridin-2-yl ester

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