2'-(tert-butyldimethylsilyl)-2-debenzoyl-4-deacetyl-7-(triethylsilyl)-5-α-iodo-20-hydroxy-D-seco-paclitaxel 1,2-carbonate

Base Information

Chemical Name:2'-(tert-butyldimethylsilyl)-2-debenzoyl-4-deacetyl-7-(triethylsilyl)-5-α-iodo-20-hydroxy-D-seco-paclitaxel 1,2-carbonate
CAS No.:225660-82-2
Molecular Formula:C₅₁H₇₂INO₁₃Si₂
Molecular Weight:1090.21
Hs Code.:

Synonyms:2'-(tert-butyldimethylsilyl)-2-debenzoyl-4-deacetyl-7-(triethylsilyl)-5-α-iodo-20-hydroxy-D-seco-paclitaxel 1,2-carbonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2'-(tert-butyldimethylsilyl)-2-debenzoyl-4-deacetyl-7-(triethylsilyl)-5-α-iodo-20-hydroxy-D-seco-paclitaxel 1,2-carbonate

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Technology Process of 2'-(tert-butyldimethylsilyl)-2-debenzoyl-4-deacetyl-7-(triethylsilyl)-5-α-iodo-20-hydroxy-D-seco-paclitaxel 1,2-carbonate

There total 4 articles about 2'-(tert-butyldimethylsilyl)-2-debenzoyl-4-deacetyl-7-(triethylsilyl)-5-α-iodo-20-hydroxy-D-seco-paclitaxel 1,2-carbonate 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: 93.0%

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

: 225660-82-2
2'-(tert-butyldimethylsilyl)-2-debenzoyl-4-deacetyl-7-(triethylsilyl)-5-α-iodo-20-hydroxy-D-seco-paclitaxel 1,2-carbonate

Guidance literature:: With trimethylsilyl iodide; In dichloromethane; at -78 ℃; for 0.75h;
DOI:10.1021/jo982095h

Reference yield:

: 994-30-9
triethylsilyl chloride

: 225660-82-2
2'-(tert-butyldimethylsilyl)-2-debenzoyl-4-deacetyl-7-(triethylsilyl)-5-α-iodo-20-hydroxy-D-seco-paclitaxel 1,2-carbonate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) imidazole, 2.) imidazole / 1.) DMF, 60 deg C, 2 h, 2.) DMF, room temp., 1 h

2: 66 percent / Triton B / CH₂Cl₂; methanol / 2 h / -15 - -10 °C

3: 85 percent / CH₂Cl₂ / 24 h / 35 - 40 °C

4: 93 percent / Me₃SiI / CH₂Cl₂ / 0.75 h / -78 °C

With 1H-imidazole; trimethylsilyl iodide; N-benzyl-trimethylammonium hydroxide; In methanol; dichloromethane;
DOI:10.1021/jo982095h

Reference yield:

: 156413-61-5
2'-(tert-butyldimethylsilyl)-7-(triethylsilyl)paclitaxel

: 225660-82-2
2'-(tert-butyldimethylsilyl)-2-debenzoyl-4-deacetyl-7-(triethylsilyl)-5-α-iodo-20-hydroxy-D-seco-paclitaxel 1,2-carbonate

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / Triton B / CH₂Cl₂; methanol / 2 h / -15 - -10 °C

2: 85 percent / CH₂Cl₂ / 24 h / 35 - 40 °C

3: 93 percent / Me₃SiI / CH₂Cl₂ / 0.75 h / -78 °C

With trimethylsilyl iodide; N-benzyl-trimethylammonium hydroxide; In methanol; dichloromethane;
DOI:10.1021/jo982095h