ARC-100

Base Information

• Chemical Name: ARC-100
• CAS No.: 849213-26-9
• Molecular Formula: C46H63NO15
• Molecular Weight: 870.004
• Mol file: 849213-26-9.mol

Synonyms:7,9-acrolein acetal-10-α-acetyl-2'(R,S)-hydroxy-3'(S)-isobutyl-3'-(N-t-butoxycarbonyl)-taxane;

Chemical Property of ARC-100

Chemical Property:

• PSA: 211.68000
• LogP: 5.26080

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ARC-100

There total 12 articles about ARC-100 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:

3,3-dimethoxyprop-1-ene (6044-68-4) + 9-α-hydroxy-10-α-acetyl-2'(R,S)-hydroxy-3'(S)-isobutyl-3'-(N-t-butoxycarbonyl)-taxane (849213-25-8) → TPI 287 (849213-26-9)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 3.5h;

Reference yield:

C-7,C-10-dibenzyloxycarbonyl-10-deacetyl baccatin III (194864-02-3) → TPI 287 (849213-26-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: dmap; dicyclohexyl-carbodiimide / toluene / 51 °C

2.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / tetrahydrofuran; water / 66 h

3.1: triethylamine / dmap / dichloromethane / 6 h

4.1: 4-methylmorpholine N-oxide; sodium sulfate / dichloromethane / 1 h

4.2: 17.75 h / Molecular sieve

5.1: sodium tetrahydroborate / methanol; ethanol / 3 h / 0 °C

6.1: triethylamine / dmap / dichloromethane / 19 h

7.1: camphor-10-sulfonic acid / methanol; dichloromethane / 4 h / 20 °C

8.1: camphor-10-sulfonic acid / dichloromethane / 3.5 h / 20 °C

With hydrogenchloride; dmap; sodium tetrahydroborate; camphor-10-sulfonic acid; hydrogen; 4-methylmorpholine N-oxide; sodium sulfate; triethylamine; dicyclohexyl-carbodiimide; dmap; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;

Reference yield:

10-deacetylbaccatin III (32981-86-5,172018-16-5) → TPI 287 (849213-26-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: n-hexyllithium / tetrahydrofuran / 2 h / -44 - -39 °C / Neslab chiller

1.2: 10 °C

2.1: dmap; dicyclohexyl-carbodiimide / toluene / 51 °C

3.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / tetrahydrofuran; water / 66 h

4.1: triethylamine / dmap / dichloromethane / 6 h

5.1: 4-methylmorpholine N-oxide; sodium sulfate / dichloromethane / 1 h

5.2: 17.75 h / Molecular sieve

6.1: sodium tetrahydroborate / methanol; ethanol / 3 h / 0 °C

7.1: triethylamine / dmap / dichloromethane / 19 h

8.1: camphor-10-sulfonic acid / methanol; dichloromethane / 4 h / 20 °C

9.1: camphor-10-sulfonic acid / dichloromethane / 3.5 h / 20 °C

With hydrogenchloride; dmap; sodium tetrahydroborate; camphor-10-sulfonic acid; hydrogen; n-hexyllithium; 4-methylmorpholine N-oxide; sodium sulfate; triethylamine; dicyclohexyl-carbodiimide; dmap; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;

upstream raw materials:

3,3-dimethoxyprop-1-ene

9-α-hydroxy-10-α-acetyl-2'(R,S)-hydroxy-3'(S)-isobutyl-3'-(N-t-butoxycarbonyl)-taxane

C-7,C-10-dibenzyloxycarbonyl-10-deacetyl baccatin III

10-deacetylbaccatin III

Downstream raw materials:

C₄₆H₆₃NO₁₅

C₄₆H₆₃NO₁₅