(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)-pentan-2-ol

Base Information

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)-pentan-2-ol
CAS No.:625122-88-5
Molecular Formula:C₂₇H₄₂O₃S₄
Molecular Weight:542.893
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)-pentan-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)-pentan-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)-pentan-2-ol

There total 11 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)-pentan-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: 90.0%

: 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

: 625122-88-5
(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)-pentan-2-ol

Guidance literature:: With trisylhydrazine; triethylamine; In methanol;
DOI:10.1021/ol034989g

Reference yield: 68.0%

: 1178869-67-4
C₁₅H₂₀OS₂

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

: 625122-88-5
(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)-pentan-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; at -78 ℃; for 0.75h; Inert atmosphere;

C₁₅H₂₀OS₂; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran;
DOI:10.1021/jo900765p

Reference yield:

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

: 625122-88-5
(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)-pentan-2-ol

Guidance literature:: Multi-step reaction with 5 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

5.1: 90 percent / trisylhydrazide; triethylamine / methanol

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