7-deoxy-5⁽²⁰⁾-deoxy-5⁽²⁰⁾-sulfanylbaccatin III

Base Information

• Chemical Name: 7-deoxy-5⁽²⁰⁾-deoxy-5⁽²⁰⁾-sulfanylbaccatin III
• CAS No.: 358621-71-3
• Molecular Formula: C₃₁H₃₈O₉S
• Molecular Weight: 586.703
• Mol file: 358621-71-3.mol

Synonyms:7-deoxy-5⁽²⁰⁾-deoxy-5⁽²⁰⁾-sulfanylbaccatin III

Chemical Property of 7-deoxy-5⁽²⁰⁾-deoxy-5⁽²⁰⁾-sulfanylbaccatin III

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-deoxy-5⁽²⁰⁾-deoxy-5⁽²⁰⁾-sulfanylbaccatin III

There total 5 articles about 7-deoxy-5⁽²⁰⁾-deoxy-5⁽²⁰⁾-sulfanylbaccatin III 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:

1,2-O-benzylidene-9-oxo-10-acetyltaxicine I → 7-deoxy-5(20)-deoxy-5(20)-sulfanylbaccatin III (358621-71-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

2: 73 percent / pyridine / 0.5 h / 0 °C

3: 56 percent / CuCl₂; tBuOOH / toluene / 504000 h / 20 °C

4: 12 percent / dimethylformamide / 17 h / 60 °C

5: 60 percent / sodium borohydride / tetrahydrofuran; methanol / 2 h / 0 °C

With pyridine; tert.-butylhydroperoxide; sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; copper dichloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo015539+

Reference yield:

1,2-O-benzylidene-9-oxo-10-acetyl-4α(20)-epoxy-5-mesyltaxicine I (1027565-02-1) → 7-deoxy-5(20)-deoxy-5(20)-sulfanylbaccatin III (358621-71-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / CuCl₂; tBuOOH / toluene / 504000 h / 20 °C

2: 12 percent / dimethylformamide / 17 h / 60 °C

3: 60 percent / sodium borohydride / tetrahydrofuran; methanol / 2 h / 0 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; copper dichloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo015539+

Reference yield:

2-benzoyl-9-oxo-10-acetyl-4α(20)-epoxy-5-mesyltaxicine I (358621-69-9) → 7-deoxy-5(20)-deoxy-5(20)-sulfanylbaccatin III (358621-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 12 percent / dimethylformamide / 17 h / 60 °C

2: 60 percent / sodium borohydride / tetrahydrofuran; methanol / 2 h / 0 °C

With sodium tetrahydroborate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo015539+

upstream raw materials:

1,2-O-benzylidene-9-oxo-10-acetyl-4α(20)-epoxytaxicine I

1,2-O-benzylidene-9-oxo-10-acetyl-4α(20)-epoxy-5-mesyltaxicine I

2-benzoyl-9-oxo-10-acetyl-4α(20)-epoxy-5-mesyltaxicine I

Downstream raw materials:

5⁽²⁰⁾-deoxy-5⁽²⁰⁾-sulfanyl-7-deoxy-13-[[(4S,5R)-2-(4-methoxyphenyl)-3-(tert-butyloxycarbonyl)-4-phenyl-1,3-oxazolidin-5-yl]carbonyl]baccatin III

Refernces