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

Base Information

Chemical Name:(E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-ene 1,5,15-tris(p-bromobenzoate)
CAS No.:122822-07-5
Molecular Formula:C₄₄H₄₁Br₃O₁₀
Molecular Weight:969.516
Hs Code.:

Synonyms:(E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-ene 1,5,15-tris(p-bromobenzoate)

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Chemical Property of (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-ene 1,5,15-tris(p-bromobenzoate)

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Technology Process of (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-ene 1,5,15-tris(p-bromobenzoate)

There total 4 articles about (E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-ene 1,5,15-tris(p-bromobenzoate) 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:

: 122822-05-3
(E)-4,8:7,11:10,14-trianhydro-1,5-dihydroxy-12-O-benzyl-15-O-(tert-butyldiphenylsilyl)-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-enitol

: 122822-07-5
(E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-ene 1,5,15-tris(p-bromobenzoate)

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / n-Bu₄NF / tetrahydrofuran / 6 h / 25 °C

2: 92 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00199a031

Reference yield:

: 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

: 122822-07-5
(E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-ene 1,5,15-tris(p-bromobenzoate)

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / camphorosulfonic acid / CH₂Cl₂ / 3 h / Ambient temperature

2: 95 percent / DIBAL / CH₂Cl₂; hexane / 0.17 h / -78 °C

3: 100 percent / n-Bu₄NF / tetrahydrofuran / 6 h / 25 °C

4: 92 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With dmap; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; 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

: 122822-07-5
(E)-4,8:7,11:10,14-trianhydro-12-O-benzyl-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-allo-pentadec-2-ene 1,5,15-tris(p-bromobenzoate)

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 92 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 0 °C

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