2-Benzenesulfonyl-10-{3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-vinyl]-oxiranyl}-decanoic acid methyl ester

Base Information

• Chemical Name: 2-Benzenesulfonyl-10-{3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-vinyl]-oxiranyl}-decanoic acid methyl ester
• CAS No.: 187808-11-3
• Molecular Formula: C₂₈H₄₆O₆SSi
• Molecular Weight: 538.821

Synonyms:2-Benzenesulfonyl-10-{3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-vinyl]-oxiranyl}-decanoic acid methyl ester

Chemical Property of 2-Benzenesulfonyl-10-{3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-vinyl]-oxiranyl}-decanoic acid methyl ester

Chemical Property:

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Technology Process of 2-Benzenesulfonyl-10-{3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-vinyl]-oxiranyl}-decanoic acid methyl ester

There total 7 articles about 2-Benzenesulfonyl-10-{3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-vinyl]-oxiranyl}-decanoic acid methyl ester 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: 68.0%

methyl benzenesulfonylacetate (34097-60-4) + {2-[3-(8-bromooctyl)oxiranyl]allyloxy}-tert-butyldimethylsilane (187808-10-2) → 2-Benzenesulfonyl-10-{3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-vinyl]-oxiranyl}-decanoic acid methyl ester (187808-11-3)

Guidance literature:

With potassium hydride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ja963795b

Reference yield:

9-bromononan-1-ol (55362-80-6) → 2-Benzenesulfonyl-10-{3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-vinyl]-oxiranyl}-decanoic acid methyl ester (187808-11-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / Dess-Martin periodinane

2: tetrahydrofuran / -78 - 20 °C

3: 68 percent / KH / dimethylformamide / 20 °C

With potassium hydride; Dess-Martin periodane; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Oxidation / 2: Cycloaddition / 3: Alkylation;

DOI:10.1021/ja963795b

Reference yield:

9-bromononanal (124388-97-2) → 2-Benzenesulfonyl-10-{3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-vinyl]-oxiranyl}-decanoic acid methyl ester (187808-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / -78 - 20 °C

2: 68 percent / KH / dimethylformamide / 20 °C

With potassium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Cycloaddition / 2: Alkylation;

DOI:10.1021/ja963795b

upstream raw materials:

methyl benzenesulfonylacetate

{2-[3-(8-bromooctyl)oxiranyl]allyloxy}-tert-butyldimethylsilane

9-bromononan-1-ol

9-bromononanal

Downstream raw materials:

3-Benzenesulfonyl-13-benzyl-13-aza-bicyclo[10.2.1]pentadeca-1⁽¹⁴⁾,12⁽¹⁵⁾-diene-3-carboxylic acid

12-Benzenesulfonyl-2-benzyl-2-aza-tricyclo[10.2.1.1^3,14]hexadeca-1⁽¹⁴⁾,3⁽¹⁶⁾-dien-15-one

(Z)-12-Benzenesulfonyl-14-oxa-bicyclo[10.3.1]hexadec-1-ene-3,13-dione

(Z)-12-Benzenesulfonyl-3-hydroxy-14-oxa-bicyclo[10.3.1]hexadec-1-en-13-one

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