C₂₃H₃₀O₄

Base Information

• Chemical Name: C₂₃H₃₀O₄
• CAS No.: 1334652-43-5
• Molecular Formula: C₂₃H₃₀O₄
• Molecular Weight: 370.489
• Mol file: 1334652-43-5.mol

Synonyms:

Chemical Property of C₂₃H₃₀O₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₃H₃₀O₄

There total 10 articles about C₂₃H₃₀O₄ 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:

C23H26O5 → C23H30O4 (1334652-43-5) + 3-cyclohexenylmethyl 6-O-benzyl-4-O-acetyl-5a-carba-α-D-threohex-2-enopyranoside (1334652-45-7) + C23H30O4 (1334652-47-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 0.33 h / 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.67 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h / 20 °C / Inert atmosphere

4.1: pyridine / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

5.1: potassium tert-butylate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

6.1: toluene-4-sulfonic acid / dichloromethane / 20 h / 20 °C / Inert atmosphere

6.2: 16 h / 0 - 20 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/chir.21003

Reference yield:

6-O-(tetrahydropyran-2-yl)-D-glucal (1033614-25-3) → C23H30O4 (1334652-43-5) + 3-cyclohexenylmethyl 6-O-benzyl-4-O-acetyl-5a-carba-α-D-threohex-2-enopyranoside (1334652-45-7) + C23H30O4 (1334652-47-9)

Guidance literature:

Multi-step reaction with 11 steps

1.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 0.5 h / 20 °C / Inert atmosphere

1.2: 12 h / 0 - 20 °C / Inert atmosphere

2.1: water; acetic acid / tetrahydrofuran / 12 h / 50 °C / Inert atmosphere

3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 5 h / 45 °C / Inert atmosphere

4.1: potassium hexamethylsilazane / tetrahydrofuran / 1.5 h / -78 - 0 °C / Inert atmosphere

4.2: 5 h / -78 - 20 °C / Inert atmosphere

5.1: 1,3-Dichlorobenzene / 0.33 h / 240 °C / Inert atmosphere

6.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 0.33 h / 20 °C / Inert atmosphere

6.2: Inert atmosphere

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.67 h / 0 - 20 °C / Inert atmosphere

7.2: 2 h / 0 - 20 °C / Inert atmosphere

8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h / 20 °C / Inert atmosphere

9.1: pyridine / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

10.1: potassium tert-butylate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

11.1: toluene-4-sulfonic acid / dichloromethane / 20 h / 20 °C / Inert atmosphere

11.2: 16 h / 0 - 20 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; potassium tert-butylate; water; potassium hexamethylsilazane; sodium hydride; toluene-4-sulfonic acid; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; paraffin oil; mineral oil; 1,3-Dichlorobenzene; 4.2: Wittig reaction / 5.1: Claisen rearrangement;

DOI:10.1002/chir.21003

Reference yield:

6-O-benzyl-3,4-di-O-(p-methoxybenzyl)-5a-carba-D-glucal (1334652-34-4) → C23H30O4 (1334652-43-5) + 3-cyclohexenylmethyl 6-O-benzyl-4-O-acetyl-5a-carba-α-D-threohex-2-enopyranoside (1334652-45-7) + C23H30O4 (1334652-47-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h / 20 °C / Inert atmosphere

2.1: pyridine / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / dichloromethane / 20 h / 20 °C / Inert atmosphere

4.2: 16 h / 0 - 20 °C / Inert atmosphere

With pyridine; potassium tert-butylate; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/chir.21003

upstream raw materials:

6-O-(tetrahydropyran-2-yl)-D-glucal

3,4-di-O-(p-methoxybenzyl)-D-glucal

1,5-anhydro-di-O-(p-methoxybenzyl)-2,6,7-trideoxy-D-arabinohepta-1,6-dienitol

3,4-di-O-(p-methoxybenzyl)-5a-carba-D-glucal