9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-erythro-hex-4(Z)-enofuranosyl>adenine

Base Information

• Chemical Name: 9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-erythro-hex-4(Z)-enofuranosyl>adenine
• CAS No.: 133951-79-8
• Molecular Formula: C₂₁H₂₃N₅O₅S
• Molecular Weight: 457.51
• Mol file: 133951-79-8.mol

Synonyms:9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-erythro-hex-4(Z)-enofuranosyl>adenine

Chemical Property of 9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-erythro-hex-4(Z)-enofuranosyl>adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-erythro-hex-4(Z)-enofuranosyl>adenine

There total 5 articles about 9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-erythro-hex-4(Z)-enofuranosyl>adenine 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: 89.0%

9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-ribo-hex-5(E)-enofuranosyl>adenine (133951-78-7) → 9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-erythro-hex-4(Z)-enofuranosyl>adenine (133951-79-8)

Guidance literature:

With sodium hydroxide; In water; acetonitrile; for 4h; Ambient temperature;

DOI:10.1139/v91-051

Reference yield:

9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-ribo-hex-5(E)-enofuranosyl>adenine (133951-78-7) → 5'-deoxy-2',3'-O-isopropylidene-5'-methyleneadenosine (65969-38-2) + 9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-erythro-hex-4(Z)-enofuranosyl>adenine (133951-79-8)

Guidance literature:

With tri-n-butyltin lithium; In tetrahydrofuran; at -78 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1139/v91-051

Reference yield:

2',3'-O-isopropylideneadenosine-5'-aldehyde (18210-77-0) → 9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-erythro-hex-4(Z)-enofuranosyl>adenine (133951-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 10 h / Ambient temperature

2: tributylstannyllithium / tetrahydrofuran / 1 h / -78 °C

With tri-n-butyltin lithium; In tetrahydrofuran; acetonitrile;

DOI:10.1139/v91-051

upstream raw materials:

9-<5,6-dideoxy-2,3-O-isopropylidene-6-(p-toluenesulfonyl)-β-D-ribo-hex-5(E)-enofuranosyl>adenine

2',3'-O-isopropylideneadenosine-5'-aldehyde

{[(4-methylphenyl)sulfonyl]methylidene}(triphenyl)-λ⁵-phosphane

2',3'-isopropylidene adenosine