(2R,3S,4R,5S,6S,8R,9R)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-3,9-bis(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-en-1-one

Base Information

• Chemical Name: (2R,3S,4R,5S,6S,8R,9R)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-3,9-bis(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-en-1-one
• CAS No.: 1030594-91-2
• Molecular Formula: C₄₅H₇₃NO₅S₂Si₂
• Molecular Weight: 828.381

Synonyms:(2R,3S,4R,5S,6S,8R,9R)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-3,9-bis(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-en-1-one

Chemical Property of (2R,3S,4R,5S,6S,8R,9R)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-3,9-bis(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-en-1-one

Chemical Property:

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Technology Process of (2R,3S,4R,5S,6S,8R,9R)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-3,9-bis(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-en-1-one

There total 1 articles about (2R,3S,4R,5S,6S,8R,9R)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-3,9-bis(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-en-1-one 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: 81.0%

(2R,3S,4S,5S,6S,8R,9R)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-9-(tert-butyldimethylsilyloxy)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-en-1-one (1030594-89-8) + t-butyldimethylsiyl triflate (69739-34-0) → (2R,3S,4R,5S,6S,8R,9R)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-3,9-bis(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-en-1-one (1030594-91-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2008.02.099

Reference yield: 65.0%

(2R,3S,4R,5S,6S,8R,9R)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-3,9-bis(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-en-1-one (1030594-91-2) → (2R,3S,4R,5S,6S,8R,9R)-3,9-bis(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-enoic acid (1030594-74-1)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1016/j.tetlet.2008.02.099

upstream raw materials:

(2R,3S,4S,5S,6S,8R,9R)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-9-(tert-butyldimethylsilyloxy)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-en-1-one

t-butyldimethylsiyl triflate

Downstream raw materials:

(2R,3S,4R,5S,6S,8R,9R)-3,9-bis(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethylundec-10-enoic acid

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