6-dimethylamino-4-[(R)-methoxy-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]methyl]-2-(1-piperidyl)pyrimidine

Base Information

• Chemical Name: 6-dimethylamino-4-[(R)-methoxy-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]methyl]-2-(1-piperidyl)pyrimidine
• CAS No.: 1403989-55-8
• Molecular Formula: C₃₃H₄₂N₄O₇
• Molecular Weight: 606.719
• Mol file: 1403989-55-8.mol

Synonyms:

Chemical Property of 6-dimethylamino-4-[(R)-methoxy-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]methyl]-2-(1-piperidyl)pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-dimethylamino-4-[(R)-methoxy-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]methyl]-2-(1-piperidyl)pyrimidine

There total 9 articles about 6-dimethylamino-4-[(R)-methoxy-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]methyl]-2-(1-piperidyl)pyrimidine 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: 70.0%

piperidine-1-carboxamidine (4705-39-9) + (1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]-decan-5-yl]-1-methoxy-4,4,4-tris(dimethylamino)but-2-yne (1403989-47-8) → 6-dimethylamino-4-[(R)-methoxy-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]methyl]-2-(1-piperidyl)pyrimidine (1403989-55-8)

Guidance literature:

In tetrahydrofuran; at 55 ℃; for 21h; Inert atmosphere;

DOI:10.5560/ZNB.2012-0108

Reference yield:

(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-methoxy-prop-2-yne (1403989-45-6) → 6-dimethylamino-4-[(R)-methoxy-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]methyl]-2-(1-piperidyl)pyrimidine (1403989-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -40 - 20 °C

1.2: 168 h / 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 21 h / 55 °C / Inert atmosphere

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.5560/ZNB.2012-0108

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 6-dimethylamino-4-[(R)-methoxy-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]methyl]-2-(1-piperidyl)pyrimidine (1403989-55-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: acetic acid / 20 - 70 °C

2.1: sodium periodate / 1,4-dioxane; water / 48 h / 20 °C

3.1: toluene; tetrahydrofuran / 20 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 3 h / 20 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / -40 - 20 °C

5.2: 168 h / 20 °C / Inert atmosphere

6.1: tetrahydrofuran / 21 h / 55 °C / Inert atmosphere

With sodium periodate; n-butyllithium; sodium hydride; acetic acid; In tetrahydrofuran; 1,4-dioxane; hexane; water; N,N-dimethyl-formamide; toluene; paraffin oil; 3.1: |Grignard Reaction;

DOI:10.5560/ZNB.2012-0108

upstream raw materials:

(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-methoxy-prop-2-yne

piperidine-1-carboxamidine

(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]-decan-5-yl]-1-methoxy-4,4,4-tris(dimethylamino)but-2-yne

D-sorbitol

Refernces