(2-deoxy-5-O-trityl-α-D-erythro-pentofuranosyl)acetonitrile

Base Information

• Chemical Name: (2-deoxy-5-O-trityl-α-D-erythro-pentofuranosyl)acetonitrile
• CAS No.: 173776-12-0
• Molecular Formula: C₂₆H₂₅NO₃
• Molecular Weight: 399.489
• Mol file: 173776-12-0.mol

Synonyms:(2-deoxy-5-O-trityl-α-D-erythro-pentofuranosyl)acetonitrile

Chemical Property of (2-deoxy-5-O-trityl-α-D-erythro-pentofuranosyl)acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-deoxy-5-O-trityl-α-D-erythro-pentofuranosyl)acetonitrile

There total 4 articles about (2-deoxy-5-O-trityl-α-D-erythro-pentofuranosyl)acetonitrile 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:

diethyl 1-cyanomethylphosphonate (2537-48-6) + (4S,5R)-5-((trityloxy)methyl)tetrahydrofuran-2,4-diol (124290-99-9) → (2-deoxy-5-O-trityl-α-D-erythro-pentofuranosyl)acetonitrile (173776-12-0) + (2-deoxy-5-O-trityl-β-D-erythro-pentofuranosyl)acetonitrile (173776-23-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 5 ℃; for 6h; Yield given. Yields of byproduct given;

DOI:10.1016/0040-4039(95)01932-8

Reference yield:

2-deoxy-D-ribose (22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7) → (2-deoxy-5-O-trityl-α-D-erythro-pentofuranosyl)acetonitrile (173776-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / DMAP / pyridine / 6 h / 50 °C

2: 12.01 g / NaH / tetrahydrofuran / 6 h / 5 °C

With dmap; sodium hydride; In tetrahydrofuran; pyridine;

DOI:10.1021/jo961548k

Reference yield:

trityl chloride (76-83-5) → (2-deoxy-5-O-trityl-α-D-erythro-pentofuranosyl)acetonitrile (173776-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / DMAP / pyridine / 6 h / 50 °C

2: 12.01 g / NaH / tetrahydrofuran / 6 h / 5 °C

With dmap; sodium hydride; In tetrahydrofuran; pyridine;

DOI:10.1021/jo961548k

upstream raw materials:

diethyl 1-cyanomethylphosphonate

(4S,5R)-5-((trityloxy)methyl)tetrahydrofuran-2,4-diol

2-deoxy-D-ribose

trityl chloride

Downstream raw materials:

1-{2-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-ethyl}-5-methyl-1H-pyrimidine-2,4-dione

1-<2-deoxy-5-O-(4,4'-dimethoxytrityl)-α-D-erythro-pentofuranosyl>-2-(thymin-1-yl)ethane

1-<2-deoxy-3-O-(4,4'-dimethoxytrityl)-α-D-erythro-pentofuranosyl>-2-(thymin-1-yl)ethane

1-((E)-3-Methoxy-2-methyl-acryloyl)-3-[2-((2R,4S,5R)-4-trimethylsilanyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-urea