(S)-4-Benzyl-3-((2S,3R,4R,6S,7R,8S,10R)-2,3-dihydroxy-6,8-dimethoxy-4,10-dimethyl-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl)-oxazolidin-2-one

Base Information

• Chemical Name: (S)-4-Benzyl-3-((2S,3R,4R,6S,7R,8S,10R)-2,3-dihydroxy-6,8-dimethoxy-4,10-dimethyl-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl)-oxazolidin-2-one
• CAS No.: 126789-27-3
• Molecular Formula: C₄₀H₇₃NO₉Si₂
• Molecular Weight: 768.192

Synonyms:(S)-4-Benzyl-3-((2S,3R,4R,6S,7R,8S,10R)-2,3-dihydroxy-6,8-dimethoxy-4,10-dimethyl-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl)-oxazolidin-2-one

Chemical Property of (S)-4-Benzyl-3-((2S,3R,4R,6S,7R,8S,10R)-2,3-dihydroxy-6,8-dimethoxy-4,10-dimethyl-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl)-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (S)-4-Benzyl-3-((2S,3R,4R,6S,7R,8S,10R)-2,3-dihydroxy-6,8-dimethoxy-4,10-dimethyl-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl)-oxazolidin-2-one

There total 5 articles about (S)-4-Benzyl-3-((2S,3R,4R,6S,7R,8S,10R)-2,3-dihydroxy-6,8-dimethoxy-4,10-dimethyl-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl)-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: 64.0%

(S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-3-hydroxy-6,8-dimethoxy-4,10-dimethyl-2-(2,2,2-trichloro-ethoxy)-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one (126789-15-9) → (S)-4-Benzyl-3-((2S,3R,4R,6S,7R,8S,10R)-2,3-dihydroxy-6,8-dimethoxy-4,10-dimethyl-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl)-oxazolidin-2-one (126789-27-3)

Guidance literature:

With acetic acid; zinc; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ja00164a023

Reference yield:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → (S)-4-Benzyl-3-((2S,3R,4R,6S,7R,8S,10R)-2,3-dihydroxy-6,8-dimethoxy-4,10-dimethyl-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl)-oxazolidin-2-one (126789-27-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2: 1.) AgNO₃, NCS, 2,6-lutidine, 2.) glyoxylic acid hydrate, HOAc / 1.) CH₃OH, THF, 20 deg C, 2.) CH₂Cl₂, 40 deg C

3: 1.) Et₃N, n-Bu₂BOTf / 1.) 0 deg C

4: 64 percent / Zn, HOAc / tetrahydrofuran / 20 °C

With 2,6-dimethylpyridine; N-chloro-succinimide; di-n-butylboryl trifluoromethanesulfonate; silver nitrate; acetic acid; triethylamine; Glyoxilic acid; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00164a023

Reference yield:

(2R,4S,5R,6S,8R)-8-[1,3]Dithian-2-yl-4,6-dimethoxy-2-methyl-5-triethylsilanyloxy-nonan-1-ol (126789-11-5) → (S)-4-Benzyl-3-((2S,3R,4R,6S,7R,8S,10R)-2,3-dihydroxy-6,8-dimethoxy-4,10-dimethyl-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl)-oxazolidin-2-one (126789-27-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2: 1.) AgNO₃, NCS, 2,6-lutidine, 2.) glyoxylic acid hydrate, HOAc / 1.) CH₃OH, THF, 20 deg C, 2.) CH₂Cl₂, 40 deg C

3: 1.) Et₃N, n-Bu₂BOTf / 1.) 0 deg C

4: 64 percent / Zn, HOAc / tetrahydrofuran / 20 °C

With 2,6-dimethylpyridine; N-chloro-succinimide; di-n-butylboryl trifluoromethanesulfonate; silver nitrate; acetic acid; triethylamine; Glyoxilic acid; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00164a023

upstream raw materials:

(S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-3-hydroxy-6,8-dimethoxy-4,10-dimethyl-2-(2,2,2-trichloro-ethoxy)-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one

triisopropylsilyl trifluoromethanesulfonate

(2R,4S,5R,6S,8R)-8-[1,3]Dithian-2-yl-4,6-dimethoxy-2-methyl-5-triethylsilanyloxy-nonan-1-ol

(2R,4S,5R,6S,8R)-4,6-Dimethoxy-2,8-dimethyl-5-triethylsilanyloxy-9-triisopropylsilanyloxy-nonanal

Downstream raw materials:

1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-[(2S,3R,5S,6R)-5-methoxy-6-((1R,3R)-1-methoxy-3-methyl-4-triisopropylsilanyloxy-butyl)-3-methyl-2-trimethylsilanyloxy-tetrahydro-pyran-2-yl]-ethane-1,2-dione

(4R,6S,7R,8S,10R)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-6,8-dimethoxy-4,10-dimethyl-11-triisopropylsilanyloxy-7-trimethylsilanyloxy-undecane-1,2,3-trione

1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-[(2R,3R,5S,6R)-2-hydroxy-5-methoxy-6-((1R,3R)-1-methoxy-3-methyl-4-triisopropylsilanyloxy-butyl)-3-methyl-tetrahydro-pyran-2-yl]-ethane-1,2-dione

(4R,6S,7R,8S,10R)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-6,8-dimethoxy-4,10-dimethyl-7-triethylsilanyloxy-11-triisopropylsilanyloxy-undecane-1,2,3-trione

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