(Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone

Base Information

Chemical Name:(Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone
CAS No.:367278-13-5
Molecular Formula:C₃₀H₄₈ClNO₅Si
Molecular Weight:566.253
Hs Code.:

Synonyms:(Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone

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Chemical Property of (Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone

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Technology Process of (Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone

There total 6 articles about (Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone 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: 59.0%

: 101711-78-8,131685-53-5
(3R)-3-propionyl-4-benzyloxazolidin-2-one

: 367278-09-9
(Z)-7-chloro-6-(triisopropylsilyloxy)-4-methylhept-4-en-1-al

: 367278-13-5
(Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone

Guidance literature:: (3R)-3-propionyl-4-benzyloxazolidin-2-one; With n-dibutylborontriflate; In dichloromethane; at 0 ℃; for 0.166667h;

(Z)-7-chloro-6-(triisopropylsilyloxy)-4-methylhept-4-en-1-al; With triethylamine; In dichloromethane; at -78 ℃; for 3h; Further stages.;
DOI:10.1021/ja0109491

Reference yield:

: 23665-68-1
(Z)-6,6-dimethoxy-3-methylhex-3-en-1-ol

: 367278-13-5
(Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 6 g / oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂ / -78 - 20 °C

2.1: 99 percent / lithium / tetrahydrofuran / 4 h / -78 °C

3.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

4.1: 11 g / trifluoroacetic acid / CH₂Cl₂; H₂O / 2 h / 20 °C

5.1: n-dibutylborontriflate / CH₂Cl₂ / 0.17 h / 0 °C

5.2: 59 percent / triethylamine / CH₂Cl₂ / 3 h / -78 °C

With 2,6-dimethylpyridine; oxalyl dichloride; n-dibutylborontriflate; lithium; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; 1.1: Swern-Oxidation / 5.1: Evans asymmetric aldolization;
DOI:10.1021/ja0109491

Reference yield:

: 23665-67-0
(Z)-1-acetoxy-6,6-dimethoxy-3-methylhex-2-ene

: 367278-13-5
(Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / dioxane / 12 h / 20 °C

2.1: 6 g / oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂ / -78 - 20 °C

3.1: 99 percent / lithium / tetrahydrofuran / 4 h / -78 °C

4.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

5.1: 11 g / trifluoroacetic acid / CH₂Cl₂; H₂O / 2 h / 20 °C

6.1: n-dibutylborontriflate / CH₂Cl₂ / 0.17 h / 0 °C

6.2: 59 percent / triethylamine / CH₂Cl₂ / 3 h / -78 °C

With 2,6-dimethylpyridine; oxalyl dichloride; n-dibutylborontriflate; lithium; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 2.1: Swern-Oxidation / 6.1: Evans asymmetric aldolization;
DOI:10.1021/ja0109491