(2S,4R)-1-Benzyloxy-5-[2-((2S,4R)-4-hydroxy-2-methoxy-6-methylene-octyl)-[1,3]dithian-2-yl]-pentane-2,4-diol

Base Information

Chemical Name:(2S,4R)-1-Benzyloxy-5-[2-((2S,4R)-4-hydroxy-2-methoxy-6-methylene-octyl)-[1,3]dithian-2-yl]-pentane-2,4-diol
CAS No.:410077-79-1
Molecular Formula:C₂₆H₄₂O₅S₂
Molecular Weight:498.748
Hs Code.:

Synonyms:(2S,4R)-1-Benzyloxy-5-[2-((2S,4R)-4-hydroxy-2-methoxy-6-methylene-octyl)-[1,3]dithian-2-yl]-pentane-2,4-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4R)-1-Benzyloxy-5-[2-((2S,4R)-4-hydroxy-2-methoxy-6-methylene-octyl)-[1,3]dithian-2-yl]-pentane-2,4-diol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S,4R)-1-Benzyloxy-5-[2-((2S,4R)-4-hydroxy-2-methoxy-6-methylene-octyl)-[1,3]dithian-2-yl]-pentane-2,4-diol

There total 5 articles about (2S,4R)-1-Benzyloxy-5-[2-((2S,4R)-4-hydroxy-2-methoxy-6-methylene-octyl)-[1,3]dithian-2-yl]-pentane-2,4-diol 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: 95.0%

: 410077-78-0
2-[5-benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-2-[4-(tert-butyl-dimethyl-silanyloxy)-6-ethyl-2-methoxy-hept-6-enyl]-[1,3]dithiane

: 410077-79-1
(2S,4R)-1-Benzyloxy-5-[2-((2S,4R)-4-hydroxy-2-methoxy-6-methylene-octyl)-[1,3]dithian-2-yl]-pentane-2,4-diol

Guidance literature:: With water; toluene-4-sulfonic acid; In tetrahydrofuran; acetonitrile; at 0 - 20 ℃; for 3.08333h;
DOI:10.1016/j.tet.2009.04.003

Reference yield:

: 410077-58-6
(R)-1-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-methylene-hexan-2-ol

: 410077-79-1
(2S,4R)-1-Benzyloxy-5-[2-((2S,4R)-4-hydroxy-2-methoxy-6-methylene-octyl)-[1,3]dithian-2-yl]-pentane-2,4-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / imidazole / tetrahydrofuran / 16 h / 45 °C

2.1: 83 percent / TFA; H₂O / CH₂Cl₂ / 1 h

3.1: tosyl imidazole; sodium hydride / tetrahydrofuran / 0 - 20 °C

4.1: t-BuLi / diethyl ether / 1 h / -45 °C

4.2: diethyl ether / -78 - -25 °C

4.3: 69 percent / HMPA / diethyl ether / 2.5 h / 20 °C

5.1: 99 percent / NaH; 15-crown-5 / tetrahydrofuran / 16 h

6.1: 94 percent / p-toluenesulfonic acid monohydrate / acetonitrile; H₂O; tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; 15-crown-5; water; tert.-butyl lithium; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; p-toluenesulfonyl imidazole; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1021/ol017273z

Reference yield:

: 410077-32-6
tert-Butyl-dimethyl-((R)-3-methylene-1-(S)-1-oxiranylmethyl-pentyloxy)-silane

: 410077-79-1
(2S,4R)-1-Benzyloxy-5-[2-((2S,4R)-4-hydroxy-2-methoxy-6-methylene-octyl)-[1,3]dithian-2-yl]-pentane-2,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuLi / diethyl ether / 1 h / -45 °C

1.2: diethyl ether / -78 - -25 °C

1.3: 69 percent / HMPA / diethyl ether / 2.5 h / 20 °C

2.1: 99 percent / NaH; 15-crown-5 / tetrahydrofuran / 16 h

3.1: 94 percent / p-toluenesulfonic acid monohydrate / acetonitrile; H₂O; tetrahydrofuran / 2 h / 20 °C

With 15-crown-5; tert.-butyl lithium; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; water; acetonitrile;
DOI:10.1021/ol017273z