(4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-7-hydroxy-5-methoxy-2,8-dimethyldodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one

Base Information

Chemical Name:(4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-7-hydroxy-5-methoxy-2,8-dimethyldodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one
CAS No.:1466415-39-3
Molecular Formula:C₅₆H₈₃NO₁₀Si
Molecular Weight:958.361
Hs Code.:

(4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-7-hydroxy-5-methoxy-2,8-dimethyldodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one

Synonyms:(4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-7-hydroxy-5-methoxy-2,8-dimethyldodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one

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Chemical Property of (4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-7-hydroxy-5-methoxy-2,8-dimethyldodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one

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Technology Process of (4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-7-hydroxy-5-methoxy-2,8-dimethyldodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one

There total 5 articles about (4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-7-hydroxy-5-methoxy-2,8-dimethyldodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-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:

: (4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxy-methyl)-3-(tert-butyldimethylsilyloxy)-5-methoxy-2,8-dimethyl-7-(tetrahydro-2H-pyran-2-yloxy)dodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one

: 1466415-39-3
(4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-7-hydroxy-5-methoxy-2,8-dimethyldodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: With magnesium bromide diethyl etherate; ammonium chloride; In diethyl ether; at 20 ℃; for 1h;
DOI:10.1002/chem.201301796

Reference yield:

: 1211323-48-6
(4S,5R)-3-(2-(benzyloxy)acetyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one

: 2-{(2R,6S)-6-[(3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-5-methoxy-2,8-dimethyl-7-(tetrahydro-2H-pyran-2-yloxy)dodec-8-en-2-yl] tetrahydro-2H-pyran-2-yl}acetaldehyde

: (4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxy-methyl)-3-(tert-butyldimethylsilyloxy)-5-methoxy-2,8-dimethyl-7-(tetrahydro-2H-pyran-2-yloxy)dodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-hydroxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one

: 1466415-39-3
(4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-7-hydroxy-5-methoxy-2,8-dimethyldodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: (4S,5R)-3-(2-(benzyloxy)acetyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at -78 - 0 ℃; for 2h;

2-{(2R,6S)-6-[(3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-5-methoxy-2,8-dimethyl-7-(tetrahydro-2H-pyran-2-yloxy)dodec-8-en-2-yl] tetrahydro-2H-pyran-2-yl}acetaldehyde; In dichloromethane; at -78 ℃; for 2.5h;
DOI:10.1002/chem.201301796

Reference yield:

: 2-{(2R,6S)-6-[(3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-5-methoxy-2,8-dimethyl-7-(tetrahydro-2H-pyran-2-yloxy)dodec-8-en-2-yl]tetrahydro-2H-pyran-2-yl}ethanol

: 1466415-39-3
(4S,5R)-3-{(2S,3R)-2-benzyloxy-4-[(2R,6S)-6-((3S,5R,7S,10R,Z)-10-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-7-hydroxy-5-methoxy-2,8-dimethyldodec-8-en-2-yl)tetrahydro-2H-pyran-2-yl]-3-methoxybutanoyl}-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: Dess-Martin periodane / dichloromethane / 1.75 h / 0 °C

2.1: di-n-butylboryl trifluoromethanesulfonate; triethylamine / dichloromethane / 2 h / -78 - 0 °C

2.2: 2.5 h / -78 °C

With di-n-butylboryl trifluoromethanesulfonate; Dess-Martin periodane; triethylamine; In dichloromethane;
DOI:10.1002/chem.201301796