N-{7-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide

Base Information

• Chemical Name: N-{7-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide
• CAS No.: 208758-60-5
• Molecular Formula: C₂₇H₃₃N₅O₅Si
• Molecular Weight: 535.675
• Mol file: 208758-60-5.mol

Synonyms:

Chemical Property of N-{7-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{7-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide

There total 2 articles about N-{7-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide 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:

(R)-1-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-propan-2-ol (119879-74-2) → N-{7-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide (208758-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl gas / 4 °C

2: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) Bu₄NI, 3.) cyclohexene / 3.) Pd(OH)2/C / 1.) MeCN, room temperature, 30 min, 2.) room temperature, 1 d; reflux, overnight, 3.) EtOH, reflux, 24 h

With hydrogenchloride; N,O-bis-(trimethylsilyl)-acetamide; tetra-(n-butyl)ammonium iodide; cyclohexene; palladium dihydroxide;

DOI:10.1080/07328319808003464

Reference yield:

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide (19962-37-9) + ((R)-3-Benzyloxy-2-chloromethoxy-propoxy)-tert-butyl-diphenyl-silane (201732-38-9) → N-{9-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-ethoxymethyl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-acetamide + N-{7-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide (208758-60-5)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; tetra-(n-butyl)ammonium iodide; cyclohexene; palladium dihydroxide; Yield given. Multistep reaction. Yields of byproduct given; 1.) MeCN, room temperature, 30 min, 2.) room temperature, 1 d; reflux, overnight, 3.) EtOH, reflux, 24 h;

DOI:10.1080/07328319808003464

Reference yield:

N-{7-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxymethyl-ethoxymethyl]-6-oxo-6,7-dihydro-1H-purin-2-yl}-acetamide (208758-60-5) → N-(7-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-hydroxymethyl-ethoxymethyl}-6-oxo-6,7-dihydro-1H-purin-2-yl)-acetamide (208758-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / pyridine / 2 h / Ambient temperature

2: 96 percent / nBu₄NF / tetrahydrofuran / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1080/07328319808003464

upstream raw materials:

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide

((R)-3-Benzyloxy-2-chloromethoxy-propoxy)-tert-butyl-diphenyl-silane

(R)-1-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-propan-2-ol

Downstream raw materials:

N-(7-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-hydroxymethyl-ethoxymethyl}-6-oxo-6,7-dihydro-1H-purin-2-yl)-acetamide