TAXOL SIDE CHAIN DIOL(SH)

Base Information

• Chemical Name: TAXOL SIDE CHAIN DIOL(SH)
• CAS No.: 103150-32-9
• Molecular Formula: C16H17NO3
• Molecular Weight: 271.316
• Mol file: 103150-32-9.mol

Synonyms:

Chemical Property of TAXOL SIDE CHAIN DIOL(SH)

Chemical Property:

• PSA: 69.56000
• LogP: 1.90180

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TAXOL SIDE CHAIN DIOL(SH)

There total 15 articles about TAXOL SIDE CHAIN DIOL(SH) 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:

taxol (33069-62-4) → baccatin III (27548-93-2) + (1S,2R)-N-1-(1-phenyl-2,3-dihydroxypropyl)benzamide (103150-32-9)

Guidance literature:

With tetrabutylammonium borohydride; In dichloromethane; for 1.5h; Glove box;

DOI:10.1002/anie.200800491

Reference yield:

taxol (33069-62-4) → baccatin III (27548-93-2) + (1S,2R)-N-1-(1-phenyl-2,3-dihydroxypropyl)benzamide (103150-32-9) + 7-epi-baccatine III (31077-81-3)

Guidance literature:

With sodium tetrahydroborate; In isopropyl alcohol; for 1h; Ambient temperature;

DOI:10.1021/jo00366a043

Reference yield:

(1S,2S)-2-amino-1-phenyl-1,3-propanediol (5817-02-7,77790-99-9,92819-11-9,129906-98-5) + benzoyl chloride (98-88-4) → (1S,2R)-N-1-(1-phenyl-2,3-dihydroxypropyl)benzamide (103150-32-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 1h; Reagent/catalyst; Solvent;

DOI:10.1016/j.tetlet.2021.153095

upstream raw materials:

taxol

N-[(1R)-1-phenylprop-2-en-1-yl]benzamide

1-(phenyl)allylamine

N-(α-phenylpropargyl)acetamide

Downstream raw materials:

(2R,3S)-N-benzoyl-3-phenylisoserine