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

Base Information

• Chemical Name: 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
• CAS No.: 410077-78-0
• Molecular Formula: C₄₄H₈₄O₅S₂Si₃
• Molecular Weight: 841.536

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 4 articles about 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 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: 99.0%

(2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol (410077-59-7) + methyl iodide (74-88-4) → 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 (410077-78-0)

Guidance literature:

With 15-crown-5; sodium hydride; In tetrahydrofuran; for 16h;

DOI:10.1021/ol017273z

Reference yield:

(R)-1-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-methylene-hexan-2-ol (410077-58-6) → 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 (410077-78-0)

Guidance literature:

Multi-step reaction with 5 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

With 1H-imidazole; 15-crown-5; water; tert.-butyl lithium; sodium hydride; trifluoroacetic acid; p-toluenesulfonyl imidazole; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ol017273z

Reference yield:

tert-Butyl-dimethyl-((R)-3-methylene-1-(S)-1-oxiranylmethyl-pentyloxy)-silane (410077-32-6) → 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 (410077-78-0)

Guidance literature:

Multi-step reaction with 2 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

With 15-crown-5; tert.-butyl lithium; sodium hydride; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ol017273z

upstream raw materials:

(2S,4R)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-6-methylene-octan-2-ol

methyl iodide

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

tert-Butyl-dimethyl-((R)-3-methylene-1-(S)-1-oxiranylmethyl-pentyloxy)-silane

Downstream raw materials:

C₆₅H₁₁₂O₁₅Si₃

1-[(2S,4S,6R,8R,10S)-8-Benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl]-butan-2-one

1-((2S,4S,6S,8R,10S)-8-Benzyloxymethyl-10-hydroxy-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl)-butan-2-one

(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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