1-Oxa-4,7-diazacyclohexadecane-2,5,8-trione,14-hydroxy-3-[(4-hydroxy-3-iodophenyl)methyl]-4,9,11,13-tetramethyl-16-(1-methylethyl)-,(3R,9S,11S,13R,14S,16S)-

Base Information

• Chemical Name: 1-Oxa-4,7-diazacyclohexadecane-2,5,8-trione,14-hydroxy-3-[(4-hydroxy-3-iodophenyl)methyl]-4,9,11,13-tetramethyl-16-(1-methylethyl)-,(3R,9S,11S,13R,14S,16S)-
• CAS No.: 156953-84-3
• Molecular Formula: C27H41 I N2 O6
• Molecular Weight: 616.537
• Mol file: 156953-84-3.mol

Synonyms:1-Oxa-4,7-diazacyclohexadecane-2,5,8-trione,14-hydroxy-3-[(4-hydroxy-3-iodophenyl)methyl]-4,9,11,13-tetramethyl-16-(1-methylethyl)-,[3R-(3R*,9S*,11S*,13R*,14S*,16S*)]-; (-)-Doliculide; Doliculide

Chemical Property of 1-Oxa-4,7-diazacyclohexadecane-2,5,8-trione,14-hydroxy-3-[(4-hydroxy-3-iodophenyl)methyl]-4,9,11,13-tetramethyl-16-(1-methylethyl)-,(3R,9S,11S,13R,14S,16S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Oxa-4,7-diazacyclohexadecane-2,5,8-trione,14-hydroxy-3-[(4-hydroxy-3-iodophenyl)methyl]-4,9,11,13-tetramethyl-16-(1-methylethyl)-,(3R,9S,11S,13R,14S,16S)-

There total 127 articles about 1-Oxa-4,7-diazacyclohexadecane-2,5,8-trione,14-hydroxy-3-[(4-hydroxy-3-iodophenyl)methyl]-4,9,11,13-tetramethyl-16-(1-methylethyl)-,(3R,9S,11S,13R,14S,16S)- 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: 99.0%

(3R,9S,11S,13R,14S,16S)-3-[(4-{[tert-butyl(dimethyl)silyl]oxy}-3-iodophenyl)methyl]-14-hydroxy-4,9,11,13-tetramethyl-16-(propan-2-yl)-1-oxa-4,7-diazacyclohexadecane-2,5,8-trione (160531-34-0) → (3R,9S,11S,13R,14S,16S)-14-hydroxy-3-[(4-hydroxy-3-iodophenyl)methyl]-4,9,11,13-tetramethyl-16-(propan-2-yl)-1-oxa-4,7-diazacyclohexadecane-2,5,8-trione (156953-84-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

DOI:10.1021/jo00096a003

Reference yield: 98.0%

(3R,9S,11S,13R,14S,16S)-14-Hydroxy-3-(3-iodo-4-triisopropylsilanyloxy-benzyl)-16-isopropyl-4,9,11,13-tetramethyl-1-oxa-4,7-diaza-cyclohexadecane-2,5,8-trione (333354-25-9) → (3R,9S,11S,13R,14S,16S)-14-hydroxy-3-[(4-hydroxy-3-iodophenyl)methyl]-4,9,11,13-tetramethyl-16-(propan-2-yl)-1-oxa-4,7-diazacyclohexadecane-2,5,8-trione (156953-84-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1021/ol0100069

Reference yield: 77.0%

(3R,9S,11S,13R,14S,16S)-3-[4-(allyloxy)-3-iodobenzyl]-14-hydroxy-16-isopropyl-4,9,11,13-tetramethyl-1-oxa-4,7-diazacyclohexadecane-2,5,8-trione → (3R,9S,11S,13R,14S,16S)-14-hydroxy-3-[(4-hydroxy-3-iodophenyl)methyl]-4,9,11,13-tetramethyl-16-(propan-2-yl)-1-oxa-4,7-diazacyclohexadecane-2,5,8-trione (156953-84-3)

Guidance literature:

With quinoline-2-carboxylic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; In methanol; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1002/ejoc.202101345

upstream raw materials:

(3R,9S,11S,13R,14S,16S)-3-[(4-{[tert-butyl(dimethyl)silyl]oxy}-3-iodophenyl)methyl]-14-hydroxy-4,9,11,13-tetramethyl-16-(propan-2-yl)-1-oxa-4,7-diazacyclohexadecane-2,5,8-trione

Trifluoro-acetic acid (3R,9S,11S,13R,14S,16S)-3-(3-iodo-4-triisopropylsilanyloxy-benzyl)-16-isopropyl-4,9,11,13-tetramethyl-2,5,8-trioxo-1-oxa-4,7-diaza-cyclohexadec-14-yl ester

(3R,9S,11S,13R,14S,16S)-14-Hydroxy-3-(3-iodo-4-triisopropylsilanyloxy-benzyl)-16-isopropyl-4,9,11,13-tetramethyl-1-oxa-4,7-diaza-cyclohexadecane-2,5,8-trione

methyl (R)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoate