2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-4-(O-benzylglutaryl)-paclitaxel

Base Information

Chemical Name:2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-4-(O-benzylglutaryl)-paclitaxel
CAS No.:330996-47-9
Molecular Formula:C₆₃H₈₃NO₁₆Si₂
Molecular Weight:1166.52
Hs Code.:

Synonyms:2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-4-(O-benzylglutaryl)-paclitaxel

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Chemical Property of 2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-4-(O-benzylglutaryl)-paclitaxel

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Technology Process of 2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-4-(O-benzylglutaryl)-paclitaxel

There total 1 articles about 2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-4-(O-benzylglutaryl)-paclitaxel 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: 87.0%

: 54322-10-0
glutaric acid monobenzyl ester

: 160768-77-4
2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-paclitaxel

: 330996-47-9
2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-4-(O-benzylglutaryl)-paclitaxel

Guidance literature:: With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In toluene; at 20 ℃; for 24h;
DOI:10.1016/S0968-0896(00)00233-9

Reference yield: 85.0%

: 330996-47-9
2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-4-(O-benzylglutaryl)-paclitaxel

: 330996-42-4
2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-4-(O-benzylglutaryl)-paclitaxel

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 2h;
DOI:10.1016/S0968-0896(00)00233-9

Reference yield:

: 330996-47-9
2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-4-(O-benzylglutaryl)-paclitaxel

: 4-deacetyl-4-glutaryl-paclitaxel

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 2 h / 20 °C

2: 61 percent / dicyclohexylcarbodiimide; DMAP / toluene / 48 h / 80 °C

3: 71 percent / HF*pyridine / tetrahydrofuran / 4 h / 20 °C

4: 94 percent / H₂ / Pd/C / ethyl acetate / 1 h / 1

With dmap; lithium hydroxide; hydrogen; pyridine hydrogenfluoride; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; water; ethyl acetate; toluene;
DOI:10.1016/S0968-0896(00)00233-9