(2R,3S)-1-{2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-3-(2-phenyl-[1,3]dithian-2-yl)-pent-4-en-2-ol

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Chemical Name:(2R,3S)-1-{2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-3-(2-phenyl-[1,3]dithian-2-yl)-pent-4-en-2-ol
CAS No.:585535-14-4
Molecular Formula:C₂₇H₄₀O₃S₄
Molecular Weight:540.877
Hs Code.:

Synonyms:(2R,3S)-1-{2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-3-(2-phenyl-[1,3]dithian-2-yl)-pent-4-en-2-ol

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Chemical Property of (2R,3S)-1-{2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-3-(2-phenyl-[1,3]dithian-2-yl)-pent-4-en-2-ol

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Technology Process of (2R,3S)-1-{2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-3-(2-phenyl-[1,3]dithian-2-yl)-pent-4-en-2-ol

There total 9 articles about (2R,3S)-1-{2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-3-(2-phenyl-[1,3]dithian-2-yl)-pent-4-en-2-ol 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: 65.0%

: 585535-09-7
(S)-4-(3-[1,3]Dithian-2-yl-propyl)-2,2-dimethyl-[1,3]dioxolane

: 585535-13-3
(S)-2-[(S)-1-(2-Phenyl-[1,3]dithian-2-yl)-allyl]-oxirane

: 585535-14-4
(2R,3S)-1-{2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-3-(2-phenyl-[1,3]dithian-2-yl)-pent-4-en-2-ol

Guidance literature:: (S)-4-(3-[1,3]Dithian-2-yl-propyl)-2,2-dimethyl-[1,3]dioxolane; With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(S)-2-[(S)-1-(2-Phenyl-[1,3]dithian-2-yl)-allyl]-oxirane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;
DOI:10.1021/ol034989g

Reference yield: 63.0%

: 53178-41-9
2-lithio-2-phenyl-1,3-dithiane

: 585535-09-7
(S)-4-(3-[1,3]Dithian-2-yl-propyl)-2,2-dimethyl-[1,3]dioxolane

: (2S,3R)-2-Bromomethyl-3-vinyl-oxirane

: 585535-14-4
(2R,3S)-1-{2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-3-(2-phenyl-[1,3]dithian-2-yl)-pent-4-en-2-ol

Guidance literature:: (S)-4-(3-[1,3]Dithian-2-yl-propyl)-2,2-dimethyl-[1,3]dioxolane; With N,N,N,N,N,N-hexamethylphosphoric triamide; tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - -25 ℃; for 1h;

(2S,3R)-2-Bromomethyl-3-vinyl-oxirane; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; pentane; at -78 - -25 ℃; for 1h;

2-lithio-2-phenyl-1,3-dithiane; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 3h;
DOI:10.1021/ja0376238

Reference yield:

: 137252-92-7
((2R,3R)-3-vinyloxiran-2-yl)methanol

: 585535-14-4
(2R,3S)-1-{2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-3-(2-phenyl-[1,3]dithian-2-yl)-pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / imidazole / dimethylformamide / 2 h / 20 °C

2.1: hexamethylphosphorotriamide; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - -25 °C

2.2: tetrahydrofuran; hexane / 3 h / -78 - 20 °C

2.3: HCl / methanol

3.1: 75 percent / sodium hydride; trisylimidazole / tetrahydrofuran

4.1: hexamethylphosphorotriamide; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 65 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium hydride; 1-[(2,4,6-triisopropylphenyl)sulfonyl]-1H-imidazole; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 3.1: Fraser-Reid epoxidation;
DOI:10.1021/ol034989g