5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid [2-(tert-butyldimethylsilanyloxy)ethyl]isopropylamide

Base Information

• Chemical Name: 5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid [2-(tert-butyldimethylsilanyloxy)ethyl]isopropylamide
• CAS No.: 1616924-40-3
• Molecular Formula: C₃₆H₅₁N₃O₄Si
• Molecular Weight: 617.904
• Mol file: 1616924-40-3.mol

Synonyms:5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid [2-(tert-butyldimethylsilanyloxy)ethyl]isopropylamide

Chemical Property of 5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid [2-(tert-butyldimethylsilanyloxy)ethyl]isopropylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid [2-(tert-butyldimethylsilanyloxy)ethyl]isopropylamide

There total 13 articles about 5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid [2-(tert-butyldimethylsilanyloxy)ethyl]isopropylamide 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: 34.0%

N-(2-((tert-butyldimethylsilyl)oxy)ethyl)propan-2-amine + 5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid (1616924-39-0) → 5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid [2-(tert-butyldimethylsilanyloxy)ethyl]isopropylamide (1616924-40-3)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethyl acetate; at 65 ℃; for 4h;

Reference yield:

5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid tert-butyl ester (1616924-38-9) → 5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid [2-(tert-butyldimethylsilanyloxy)ethyl]isopropylamide (1616924-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate / tetrahydrofuran; water / 16 h / Reflux

2: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; ethyl acetate / 4 h / 65 °C

With lithium hydroxide monohydrate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; ethyl acetate;

Reference yield:

benzyloxyacetic acid (30379-55-6) → 5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid [2-(tert-butyldimethylsilanyloxy)ethyl]isopropylamide (1616924-40-3)

Guidance literature:

Multi-step reaction with 5 steps

1: thionyl chloride / 3 h / 0 - 20 °C

2: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 2 h / -78 - 20 °C

3: sodium methylate / methanol / 16 h / 0 - 20 °C

4: lithium hydroxide monohydrate / tetrahydrofuran; water / 16 h / Reflux

5: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; ethyl acetate / 4 h / 65 °C

With n-butyllithium; thionyl chloride; lithium hydroxide monohydrate; sodium methylate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; water; ethyl acetate;

upstream raw materials:

5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid tert-butyl ester

benzyloxyacetic acid

methyl 2-(benzyloxy)acetate

1,5-dibromo-pentane

Downstream raw materials:

9-hydroxy-2-isopropyl-6-(1-phenylcyclohexylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid (2-hydroxyethyl)isopropylamide

9-benzyloxy-2-isopropyl-6-(1-phenylcyclohexylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione