4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin

Base Information

• Chemical Name: 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin
• CAS No.: 72564-98-8
• Molecular Formula: C₃₄H₃₅N₃O₅S
• Molecular Weight: 597.735
• Mol file: 72564-98-8.mol

Synonyms:4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin

Chemical Property of 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin

There total 3 articles about 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin 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: 63.0%

2,3,5-tri-O-benzyl-D-arabinofuranosyl bromide (70613-79-5) + 4-methoxy-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine (29877-76-7) → 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin (72564-98-8) + 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin (72564-99-9)

Guidance literature:

N-benzyl-N,N,N-triethylammonium chloride; In sodium hydroxide; dichloromethane; for 0.25h;

DOI:10.1021/jo00341a009

Reference yield:

dichloromethane (75-09-2) + 2,3,5-Tri-O-benzyl-1-brom-D-arabinofuranose (52492-41-8) + 4-methoxy-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine (29877-76-7) → 4,4'-Dimethoxy-2,2'-bis(methylthio)-7,7'-methylendi(7H-pyrrolo<2,3-d>pyrimidin) (82886-82-6) + 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin (72564-98-8) + 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin (72564-99-9)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; at 25 ℃; for 30h; Product distribution; further amounts NBu₄HSO₄;

Reference yield:

→ 4-Methoxy-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin (72564-98-8)

Guidance literature:

aus Pyrimistin 3c und 2,3,5-Tri-O-benzyl-D-arabinofuranosylbromid;

DOI:10.1002/cber.19791121011

upstream raw materials:

2,3,5-tri-O-benzyl-D-arabinofuranosyl bromide

4-methoxy-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine

dichloromethane

2,3,5-Tri-O-benzyl-1-brom-D-arabinofuranose

Downstream raw materials:

3,7-Dihydro-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-4H-pyrrolo<2,3-d>pyrimidin-4-on

3,7-Dihydro-3-methoxymethyl-2-methylthio-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-4H-pyrrolo<2,3-d>pyrimidin-4-on

2-Acetamido-3,7-dihydro-3-methoxymethyl-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-4H-pyrrolo<2,3-d>pyrimidin-4-on

4-Amino-3,7-dihydro-3-methoxymethyl-7-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-4H-pyrrolo<2,3-d>pyrimidin-4-on