2,2-Dimethyl-propionic acid 2-((2R,3R)-3-{(E)-(R)-6-benzenesulfonyl-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(2-ethoxy-ethoxy)-ethyl]-4,8-dimethyl-nona-3,8-dienyl}-3-methyl-oxiranyl)-ethyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid 2-((2R,3R)-3-{(E)-(R)-6-benzenesulfonyl-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(2-ethoxy-ethoxy)-ethyl]-4,8-dimethyl-nona-3,8-dienyl}-3-methyl-oxiranyl)-ethyl ester
• CAS No.: 104322-58-9
• Molecular Formula: C₃₉H₆₆O₈SSi
• Molecular Weight: 723.1

Synonyms:2,2-Dimethyl-propionic acid 2-((2R,3R)-3-{(E)-(R)-6-benzenesulfonyl-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(2-ethoxy-ethoxy)-ethyl]-4,8-dimethyl-nona-3,8-dienyl}-3-methyl-oxiranyl)-ethyl ester

Chemical Property of 2,2-Dimethyl-propionic acid 2-((2R,3R)-3-{(E)-(R)-6-benzenesulfonyl-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(2-ethoxy-ethoxy)-ethyl]-4,8-dimethyl-nona-3,8-dienyl}-3-methyl-oxiranyl)-ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 2,2-Dimethyl-propionic acid 2-((2R,3R)-3-{(E)-(R)-6-benzenesulfonyl-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(2-ethoxy-ethoxy)-ethyl]-4,8-dimethyl-nona-3,8-dienyl}-3-methyl-oxiranyl)-ethyl ester

There total 13 articles about 2,2-Dimethyl-propionic acid 2-((2R,3R)-3-{(E)-(R)-6-benzenesulfonyl-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(2-ethoxy-ethoxy)-ethyl]-4,8-dimethyl-nona-3,8-dienyl}-3-methyl-oxiranyl)-ethyl 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: 81.0%

2,2-Dimethyl-propionic acid 2-[(2R,3R)-3-((E)-5-chloro-4-methyl-pent-3-enyl)-3-methyl-oxiranyl]-ethyl ester (104322-49-8) + [(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-tert-butyl-dimethyl-silane (104322-45-4) → 2,2-Dimethyl-propionic acid 2-((2R,3R)-3-{(E)-(R)-6-benzenesulfonyl-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(2-ethoxy-ethoxy)-ethyl]-4,8-dimethyl-nona-3,8-dienyl}-3-methyl-oxiranyl)-ethyl ester (104322-58-9)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In 1,2-dimethoxyethane; for 3h; from -78 to 0 deg C;

DOI:10.1021/ja00280a046

Reference yield:

pivaloyl chloride (3282-30-2) → 2,2-Dimethyl-propionic acid 2-((2R,3R)-3-{(E)-(R)-6-benzenesulfonyl-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(2-ethoxy-ethoxy)-ethyl]-4,8-dimethyl-nona-3,8-dienyl}-3-methyl-oxiranyl)-ethyl ester (104322-58-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / pyridine / 1 h / 23 °C

2: tert-butyl hydroperoxide / selenium dioxide / CH₂Cl₂ / 24 h / 23 °C

3: 79 percent / carbon tetrachloride, hexamethylphosphorus triamide / diethyl ether / 0.17 h / 0 °C

4: 81 percent / n-butyllithium, 20percent HMPA / 1,2-dimethoxy-ethane / 3 h / from -78 to 0 deg C

With pyridine; tert.-butylhydroperoxide; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; selenium(IV) oxide; In 1,2-dimethoxyethane; diethyl ether; dichloromethane;

DOI:10.1021/ja00280a046

Reference yield:

(2R,3R)-3-methyl-3-(4-methyl-3-pentenyl)oxiranemethanol (50727-94-1,62777-72-4,62960-04-7,71030-55-2,76985-26-7,82188-73-6,112456-40-3,112456-65-2,62777-71-3) → 2,2-Dimethyl-propionic acid 2-((2R,3R)-3-{(E)-(R)-6-benzenesulfonyl-7-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(2-ethoxy-ethoxy)-ethyl]-4,8-dimethyl-nona-3,8-dienyl}-3-methyl-oxiranyl)-ethyl ester (104322-58-9)

Guidance literature:

Multi-step reaction with 8 steps

1: triethylamine / CH₂Cl₂ / 0.25 h / 0 °C

2: 67 percent / anhydrous lithium bromide / acetone / 24 h / 23 °C

3: lithium tetrachlorocuprate / tetrahydrofuran

4: potassium hydrogen fluoride, 30percent aqueous hydrogen peroxide / dimethylformamide

5: 85 percent / pyridine / 1 h / 23 °C

6: tert-butyl hydroperoxide / selenium dioxide / CH₂Cl₂ / 24 h / 23 °C

7: 79 percent / carbon tetrachloride, hexamethylphosphorus triamide / diethyl ether / 0.17 h / 0 °C

8: 81 percent / n-butyllithium, 20percent HMPA / 1,2-dimethoxy-ethane / 3 h / from -78 to 0 deg C

With pyridine; tert.-butylhydroperoxide; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; potassium hydrogen difluoride; dihydrogen peroxide; triethylamine; lithium bromide; selenium(IV) oxide; dilithium tetrachlorocuprate; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/ja00280a046

upstream raw materials:

2,2-Dimethyl-propionic acid 2-[(2R,3R)-3-((E)-5-chloro-4-methyl-pent-3-enyl)-3-methyl-oxiranyl]-ethyl ester

[(2R,3R)-3-Benzenesulfonylmethyl-2-(2-ethoxy-ethoxy)-4-methyl-pent-4-enyloxy]-tert-butyl-dimethyl-silane

pivaloyl chloride

(2R,3R)-3-methyl-3-(4-methyl-3-pentenyl)oxiranemethanol

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