16-oxahimgaline

Base Information

• Chemical Name: 16-oxahimgaline
• CAS No.: 913965-45-4
• Molecular Formula: C₂₀H₂₉NO₂
• Molecular Weight: 315.456
• Mol file: 913965-45-4.mol

Synonyms:

Chemical Property of 16-oxahimgaline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 16-oxahimgaline

There total 11 articles about 16-oxahimgaline 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:

C25H39NO5 → (-)-GB-13 (16625-34-6) + 16-oxahimgaline (913965-45-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 70 °C

2: palladium on activated charcoal; hydrogen / isopropyl alcohol

3: toluene-4-sulfonic acid / water; toluene

4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

5: dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic anhydride / dichloromethane / -78 - 20 °C

6: triethylamine; trifluoroacetic anhydride / dichloromethane / 20 °C

7: toluene-4-sulfonic acid / water; acetone / 96 h / Reflux

8: samarium diiodide / Reflux

9: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 70 °C

10: trifluoroacetic acid / dichloromethane

With lithium aluminium tetrahydride; samarium diiodide; palladium on activated charcoal; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; acetone; toluene; 5: Swern oxidation;

DOI:10.1002/asia.201000556

Reference yield:

C25H37NO5 (1246344-87-5) → (-)-GB-13 (16625-34-6) + 16-oxahimgaline (913965-45-4)

Guidance literature:

Multi-step reaction with 9 steps

1: palladium on activated charcoal; hydrogen / isopropyl alcohol

2: toluene-4-sulfonic acid / water; toluene

3: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

4: dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic anhydride / dichloromethane / -78 - 20 °C

5: triethylamine; trifluoroacetic anhydride / dichloromethane / 20 °C

6: toluene-4-sulfonic acid / water; acetone / 96 h / Reflux

7: samarium diiodide / Reflux

8: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 70 °C

9: trifluoroacetic acid / dichloromethane

With lithium aluminium tetrahydride; samarium diiodide; palladium on activated charcoal; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; acetone; toluene; 4: Swern oxidation;

DOI:10.1002/asia.201000556

Reference yield:

C25H37NO5 (1246345-05-0) → (-)-GB-13 (16625-34-6) + 16-oxahimgaline (913965-45-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C

2: palladium on activated charcoal; hydrogen / isopropyl alcohol

3: toluene-4-sulfonic acid / water; toluene

4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

5: dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic anhydride / dichloromethane / -78 - 20 °C

6: triethylamine; trifluoroacetic anhydride / dichloromethane / 20 °C

7: toluene-4-sulfonic acid / water; acetone / 96 h / Reflux

8: samarium diiodide / Reflux

9: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 70 °C

10: trifluoroacetic acid / dichloromethane

With lithium aluminium tetrahydride; samarium diiodide; palladium on activated charcoal; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; acetone; toluene; 5: Swern oxidation;

DOI:10.1002/asia.201000556

upstream raw materials:

C₂₅H₃₇NO₅

C₂₅H₃₇NO₅

C₂₅H₃₉NO₅

C₂₇H₄₃NO₆