2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile

Base Information

• Chemical Name: 2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile
• CAS No.: 938193-16-9
• Molecular Formula: C₂₆H₂₇N₃O₆
• Molecular Weight: 477.517
• Mol file: 938193-16-9.mol

Synonyms:2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile

Chemical Property of 2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile

There total 1 articles about 2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)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: 95.0%

1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine (918132-54-4) → 2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile (938193-16-9)

Guidance literature:

With methylamine; In methanol; ethanol; at 20 ℃; for 1h;

DOI:10.1021/jo901009w

Reference yield: 87.0%

2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile (938193-16-9) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-((tertbutyldimethylsilyl)oxy)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1039/c9cc04141a

Reference yield:

2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile (938193-16-9) + methanesulfonyl chloride (124-63-0) → 1-[3,5-di-O-benzyl-4-cyanomethyl-2-O-methanesulfonyl-β-D-ribofuranosyl]thymine (918132-56-6)

Guidance literature:

With pyridine; at 0 ℃; for 6h;

DOI:10.1021/ja0634977

upstream raw materials:

1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine

Downstream raw materials:

1-[3,5-di-O-benzyl-4-cyanomethyl-2-O-methanesulfonyl-β-D-ribofuranosyl]thymine

(1R,2R,5R,7R,8S)-5-benzyloxymethyl-8-benzyloxy-7-(thymin-1-yl)-2-aza-6-oxabicyclo[3.2.1]octane

(1R,2S,5R,7R,8S)-5-benzyloxymethyl-8-benzyloxy-7-(thymin-1-yl)-2-aza-6-oxabicyclo[3.2.1]octane

1-[3,5-di-O-benzyl-4-cyanomethyl-β-D-arabinofuranosyl]thymine