(4R,5S)-3-[(E)-(2R,3S,4R,7S,9S)-3-Hydroxy-11-iodo-9-methoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-7-triisopropylsilanyloxy-undec-10-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one

Base Information

Chemical Name:(4R,5S)-3-[(E)-(2R,3S,4R,7S,9S)-3-Hydroxy-11-iodo-9-methoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-7-triisopropylsilanyloxy-undec-10-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one
CAS No.:148933-50-0
Molecular Formula:C₄₁H₆₂INO₈Si
Molecular Weight:851.935
Hs Code.:

(4R,5S)-3-[(E)-(2R,3S,4R,7S,9S)-3-Hydroxy-11-iodo-9-methoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-7-triisopropylsilanyloxy-undec-10-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one

Synonyms:(4R,5S)-3-[(E)-(2R,3S,4R,7S,9S)-3-Hydroxy-11-iodo-9-methoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-7-triisopropylsilanyloxy-undec-10-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one

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Chemical Property of (4R,5S)-3-[(E)-(2R,3S,4R,7S,9S)-3-Hydroxy-11-iodo-9-methoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-7-triisopropylsilanyloxy-undec-10-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one

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Technology Process of (4R,5S)-3-[(E)-(2R,3S,4R,7S,9S)-3-Hydroxy-11-iodo-9-methoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-7-triisopropylsilanyloxy-undec-10-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one

There total 12 articles about (4R,5S)-3-[(E)-(2R,3S,4R,7S,9S)-3-Hydroxy-11-iodo-9-methoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-7-triisopropylsilanyloxy-undec-10-enoyl]-4-methyl-5-phenyl-oxazolidin-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: 88.0%

: 126788-90-7
<4R,5S>-3-<1-oxo-2-<(4-methoxyphenyl)methoxy>ethyl>-4-methyl-5-phenyl-2-oxazolidinone

: 148933-49-7
(E)-(2R,5S,7S)-9-Iodo-7-methoxy-2,8-dimethyl-5-triisopropylsilanyloxy-non-8-enal

: 148933-50-0
(4R,5S)-3-[(E)-(2R,3S,4R,7S,9S)-3-Hydroxy-11-iodo-9-methoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-7-triisopropylsilanyloxy-undec-10-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; toluene; at -50 - 0 ℃; for 1.5h;
DOI:10.1039/c39930000617

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 148933-50-0
(4R,5S)-3-[(E)-(2R,3S,4R,7S,9S)-3-Hydroxy-11-iodo-9-methoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-7-triisopropylsilanyloxy-undec-10-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

2: 97 percent / N-iodosuccinimide (NIS) / tetrahydrofuran / 24 h / 25 °C

3: 94 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / CH₂Cl₂; H₂O / 1 h / 25 °C

4: 98 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 0.5 h / -78 - 0 °C

5: 88 percent / n-Bu₂BOTf, Et₃N / toluene; CH₂Cl₂ / 1.5 h / -50 - 0 °C

With 2,6-dimethylpyridine; N-iodo-succinimide; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1039/c39930000617

Reference yield:

: 148933-47-5
((E)-(S)-3-Methoxy-2-methyl-4-(R)-oxiranyl-but-1-enyl)-trimethyl-silane

: 148933-50-0
(4R,5S)-3-[(E)-(2R,3S,4R,7S,9S)-3-Hydroxy-11-iodo-9-methoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-7-triisopropylsilanyloxy-undec-10-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) t-BuLi, 2.) 2-thienylCuNLi

2: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

3: 97 percent / N-iodosuccinimide (NIS) / tetrahydrofuran / 24 h / 25 °C

4: 94 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / CH₂Cl₂; H₂O / 1 h / 25 °C

5: 98 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 0.5 h / -78 - 0 °C

6: 88 percent / n-Bu₂BOTf, Et₃N / toluene; CH₂Cl₂ / 1.5 h / -50 - 0 °C

With 2,6-dimethylpyridine; N-iodo-succinimide; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; tert.-butyl lithium; dimethyl sulfoxide; thien-2-yl(cyano)copper lithium; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1039/c39930000617