(2Z,4S,5S,6E,8R,9R,11R)-11-tert-butyldimethylsiloxy-8-(2-tert-butyldiphenylsiloxyethyl)-4-ethyl-8,9-isopropylidenedioxy-1,12-bis(4-methoxybenzyloxy)-2,6-dodecadien-5-ol

Base Information

• Chemical Name: (2Z,4S,5S,6E,8R,9R,11R)-11-tert-butyldimethylsiloxy-8-(2-tert-butyldiphenylsiloxyethyl)-4-ethyl-8,9-isopropylidenedioxy-1,12-bis(4-methoxybenzyloxy)-2,6-dodecadien-5-ol
• CAS No.: 1040233-95-1
• Molecular Formula: C₅₇H₈₂O₉Si₂
• Molecular Weight: 967.444

Synonyms:(2Z,4S,5S,6E,8R,9R,11R)-11-tert-butyldimethylsiloxy-8-(2-tert-butyldiphenylsiloxyethyl)-4-ethyl-8,9-isopropylidenedioxy-1,12-bis(4-methoxybenzyloxy)-2,6-dodecadien-5-ol

Chemical Property of (2Z,4S,5S,6E,8R,9R,11R)-11-tert-butyldimethylsiloxy-8-(2-tert-butyldiphenylsiloxyethyl)-4-ethyl-8,9-isopropylidenedioxy-1,12-bis(4-methoxybenzyloxy)-2,6-dodecadien-5-ol

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98% ^*data from raw suppliers

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Technology Process of (2Z,4S,5S,6E,8R,9R,11R)-11-tert-butyldimethylsiloxy-8-(2-tert-butyldiphenylsiloxyethyl)-4-ethyl-8,9-isopropylidenedioxy-1,12-bis(4-methoxybenzyloxy)-2,6-dodecadien-5-ol

There total 2 articles about (2Z,4S,5S,6E,8R,9R,11R)-11-tert-butyldimethylsiloxy-8-(2-tert-butyldiphenylsiloxyethyl)-4-ethyl-8,9-isopropylidenedioxy-1,12-bis(4-methoxybenzyloxy)-2,6-dodecadien-5-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:

C64H85NO12Si2 → (2Z,4S,5S,6E,8R,9R,11R)-11-tert-butyldimethylsiloxy-8-(2-tert-butyldiphenylsiloxyethyl)-4-ethyl-8,9-isopropylidenedioxy-1,12-bis(4-methoxybenzyloxy)-2,6-dodecadien-5-ol (1040233-95-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1021/jo8005599

Reference yield:

(2S,3Z)-2-ethyl-5-(4-methoxybenzyloxy)-3-pentenal (1040233-14-4) + (2R,4R,5R)-2-tert-butyldimethylsiloxy-7-tert-butyldiphenylsiloxy-5-[(E)-2-iodovinyl]-4,5-isopropylidenedioxy-1-(4-methoxybenzyloxy)heptane (1040233-92-8) → (2Z,4S,5S,6E,8R,9R,11R)-11-tert-butyldimethylsiloxy-8-(2-tert-butyldiphenylsiloxyethyl)-4-ethyl-8,9-isopropylidenedioxy-1,12-bis(4-methoxybenzyloxy)-2,6-dodecadien-5-ol (1040233-95-1) + (2Z,4S,5R,6E,8R,9R,11R)-11-tert-butyldimethylsiloxy-8-(2-tert-butyldiphenylsiloxyethyl)-4-ethyl-8,9-isopropylidenedioxy-1,12-bis(4-methoxybenzyloxy)-2,6-dodecadien-5-ol (1040234-49-8)

Guidance literature:

With chromium dichloride; nickel dichloride; In dimethyl sulfoxide; at 20 ℃; for 2h;

DOI:10.1021/jo8005599

Reference yield: 92.0%

(2Z,4S,5S,6E,8R,9R,11R)-11-tert-butyldimethylsiloxy-8-(2-tert-butyldiphenylsiloxyethyl)-4-ethyl-8,9-isopropylidenedioxy-1,12-bis(4-methoxybenzyloxy)-2,6-dodecadien-5-ol (1040233-95-1) → (2R,4R,5R,6E,8S,9S,10Z)-2-tert-butyldimethylsiloxy-5-(2-tert-butyldiphenylsiloxyethyl)-9-ethyl-4,5-isopropylidenedioxy-6,10-dodecadiene-1,8,12-triol (943144-75-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 1h;

DOI:10.1021/jo8005599

upstream raw materials:

(2S,3Z)-2-ethyl-5-(4-methoxybenzyloxy)-3-pentenal

(2R,4R,5R)-2-tert-butyldimethylsiloxy-7-tert-butyldiphenylsiloxy-5-[(E)-2-iodovinyl]-4,5-isopropylidenedioxy-1-(4-methoxybenzyloxy)heptane

Downstream raw materials:

(2R,4R,5R,6E,8S,9S,10Z)-2-tert-butyldimethylsiloxy-5-(2-tert-butyldiphenylsiloxyethyl)-9-ethyl-4,5-isopropylidenedioxy-6,10-dodecadiene-1,8,12-triol

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