(1RS,2RS)-2-[(2E)-but-2-enyl]-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dienyl}-1,3-dithiane-1-oxide

Base Information

Chemical Name:(1RS,2RS)-2-[(2E)-but-2-enyl]-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dienyl}-1,3-dithiane-1-oxide
CAS No.:1083348-82-6
Molecular Formula:C₄₃H₆₆O₃S₂Si₂
Molecular Weight:751.298
Hs Code.:

(1RS,2RS)-2-[(2E)-but-2-enyl]-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dienyl}-1,3-dithiane-1-oxide

Synonyms:(1RS,2RS)-2-[(2E)-but-2-enyl]-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dienyl}-1,3-dithiane-1-oxide

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Chemical Property of (1RS,2RS)-2-[(2E)-but-2-enyl]-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dienyl}-1,3-dithiane-1-oxide

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Technology Process of (1RS,2RS)-2-[(2E)-but-2-enyl]-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dienyl}-1,3-dithiane-1-oxide

There total 13 articles about (1RS,2RS)-2-[(2E)-but-2-enyl]-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dienyl}-1,3-dithiane-1-oxide 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: 67.0%

: 4784-77-4,39616-19-8,29576-14-5
(E)-1-Bromo-2-butene

: 1083348-81-5
(1RS,2RS)-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dien-1-yl}-1,3-dithiane-1-oxide

: 1083348-82-6
(1RS,2RS)-2-[(2E)-but-2-enyl]-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dienyl}-1,3-dithiane-1-oxide

Guidance literature:: (1RS,2RS)-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dien-1-yl}-1,3-dithiane-1-oxide; With lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - -60 ℃; for 0.5h;

(E)-1-Bromo-2-butene; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 20 ℃; for 0.666667h;
DOI:10.1016/j.tetlet.2008.08.075

Reference yield:

: 3-(benzothiazol-2-ylsulfonyl)-2,2-dimethylpropanal

: 1083348-82-6
(1RS,2RS)-2-[(2E)-but-2-enyl]-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dienyl}-1,3-dithiane-1-oxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 1.17 h / 0 - 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C

2.2: 1.5 h / -78 - 20 °C

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C

4.1: lithium diisopropyl amide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C

4.2: 1.5 h / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene;
DOI:10.1039/c7ob02127e

Reference yield:

: 3-(benzothiazol-2-ylsulfonyl)-2,2-dimethylpropan-1-ol

: 1083348-82-6
(1RS,2RS)-2-[(2E)-but-2-enyl]-2-{(2E,4R)-6-[(Z)-2-tert-butyldiphenylsilyloxyethylidene]-1,1-dimethyl-4-triethylsilyloxynona-2,8-dienyl}-1,3-dithiane-1-oxide

Guidance literature:: Multi-step reaction with 5 steps

1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1 h / -78 °C

1.2: 1.5 h / -78 - 20 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 1.17 h / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C

3.2: 1.5 h / -78 - 20 °C

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C

5.1: lithium diisopropyl amide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C

5.2: 1.5 h / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; oxalyl dichloride; boron trifluoride diethyl etherate; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene;
DOI:10.1039/c7ob02127e