4-deacetyl-4-(S-methylxanthyl)-2'-tert-butyldimethylsilyl-7-triethylsilylpaclitaxel-1,2-carbonate

Base Information

• Chemical Name: 4-deacetyl-4-(S-methylxanthyl)-2'-tert-butyldimethylsilyl-7-triethylsilylpaclitaxel-1,2-carbonate
• CAS No.: 160768-78-5
• Molecular Formula: C₅₃H₇₃NO₁₃S₂Si₂
• Molecular Weight: 1052.46
• Mol file: 160768-78-5.mol

Synonyms:4-deacetyl-4-(S-methylxanthyl)-2'-tert-butyldimethylsilyl-7-triethylsilylpaclitaxel-1,2-carbonate

Chemical Property of 4-deacetyl-4-(S-methylxanthyl)-2'-tert-butyldimethylsilyl-7-triethylsilylpaclitaxel-1,2-carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-deacetyl-4-(S-methylxanthyl)-2'-tert-butyldimethylsilyl-7-triethylsilylpaclitaxel-1,2-carbonate

There total 3 articles about 4-deacetyl-4-(S-methylxanthyl)-2'-tert-butyldimethylsilyl-7-triethylsilylpaclitaxel-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: 90.0%

carbon disulfide (75-15-0,12122-00-8) + 2'-O-(tert-butyldimethylsilyl)-7-O-triethylsilyl-2-debenzoyl-4-deacetyl-1,2-carbonato-paclitaxel (160768-77-4) + methyl iodide (74-88-4) → 4-deacetyl-4-(S-methylxanthyl)-2'-tert-butyldimethylsilyl-7-triethylsilylpaclitaxel-1,2-carbonate (160768-78-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/0040-4039(94)85019-4

Reference yield:

2'-(tert-butyldimethylsilyl)-7-(triethylsilyl)paclitaxel (156413-61-5) → 4-deacetyl-4-(S-methylxanthyl)-2'-tert-butyldimethylsilyl-7-triethylsilylpaclitaxel-1,2-carbonate (160768-78-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Triton B / CH₂Cl₂ / -78 deg C to RT

2: 83 percent / pyridine / Ambient temperature

3: 90 percent / NaH / tetrahydrofuran / Ambient temperature

With N-benzyl-trimethylammonium hydroxide; sodium hydride; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1016/0040-4039(94)85019-4

Reference yield:

2'-O-(tert-butyldimethylsilyl)-4-O-deacetyl-2-O-debenzoyl-7-O-(triethylsilyl)paclitaxel (160768-75-2) → 4-deacetyl-4-(S-methylxanthyl)-2'-tert-butyldimethylsilyl-7-triethylsilylpaclitaxel-1,2-carbonate (160768-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / pyridine / Ambient temperature

2: 90 percent / NaH / tetrahydrofuran / Ambient temperature

With sodium hydride; In tetrahydrofuran; pyridine;

DOI:10.1016/0040-4039(94)85019-4

upstream raw materials:

carbon disulfide

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

methyl iodide

2'-(tert-butyldimethylsilyl)-7-(triethylsilyl)paclitaxel

Downstream raw materials:

C₅₁H₇₁NO₁₂Si₂

C₅₂H₇₅NO₁₂S₂Si₂

C₅₉H₇₈ClNO₁₃S₂Si₂

C₆₀H₈₁NO₁₄S₂Si₂