Methy (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enonate

Base Information

Chemical Name:Methy (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enonate
CAS No.:122822-04-2
Molecular Formula:C₄₀H₅₀O₈Si
Molecular Weight:686.918
Hs Code.:

Synonyms:Methy (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enonate

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Chemical Property of Methy (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enonate

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Technology Process of Methy (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enonate

There total 2 articles about Methy (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enonate 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: 70.0%

: 122822-03-1,122822-15-5
Methyl (E)-4,5:7,11:10,14-trianhydro-12-O-benzyl-8-hydroxy-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-altro-pentadec-2-enonate

: 122822-04-2
Methy (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enonate

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1021/ja00199a031

Reference yield:

: 122822-02-0,122822-14-4
Methyl (E)-4,5:7,11:10,14-trianhydro-12-O-benzyl-8,15-bis-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-altro-pentadec-2-enonate

: 122822-04-2
Methy (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enonate

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / n-Bu₄NF / tetrahydrofuran / 3 h / 25 °C

2: 70 percent / camphorosulfonic acid / CH₂Cl₂ / 3 h / Ambient temperature

With camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00199a031

Reference yield:

: 122822-04-2
Methy (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enonate

: 122822-06-4
(E)-4,8:7,11:10,14-trianhydro-1,5,15-trihydroxy-12-O-benzyl-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enitol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / DIBAL / CH₂Cl₂; hexane / 0.17 h / -78 °C

2: 100 percent / n-Bu₄NF / tetrahydrofuran / 6 h / 25 °C

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja00199a031