(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)aminomethane

Base Information

• Chemical Name: (2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)aminomethane
• CAS No.: 137171-27-8
• Molecular Formula: C₂₂H₂₅NO₅
• Molecular Weight: 383.444
• Mol file: 137171-27-8.mol

Synonyms:(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)aminomethane

Chemical Property of (2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)aminomethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)aminomethane

There total 4 articles about (2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)aminomethane 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: 70.0%

2,5-anhydro-3-deoxy-4,6-di-O-toluoyl-D-ribohexononitrile (50908-41-3) → (2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)aminomethane (137171-27-8)

Guidance literature:

With hydrogen; In methanol; water; at 20 ℃; for 12h;

DOI:10.1039/c6ra26852h

Reference yield:

2-deoxy-3,5-di-O-p-toluoyl-D-erythro-pentofuranosyl cyanide (406955-52-0) → C22H25NO5 (137171-27-8,137171-28-9)

Guidance literature:

With sodium tetrahydroborate; trifluoroacetic acid; In tetrahydrofuran; at 25 ℃; for 12h; Yield given;

DOI:10.1080/00397919108019812

Reference yield:

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose (4330-34-1) → (2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)aminomethane (137171-27-8)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl / acetic acid

2: 4.06 g / tetrahydrofuran; toluene / 7 h / 25 °C

3: BH₃ / tetrahydrofuran / 1 h / 25 °C

With hydrogenchloride; borane; In tetrahydrofuran; acetic acid; toluene;

DOI:10.1021/jo961548k

upstream raw materials:

2,5-anhydro-3-deoxy-4,6-di-O-toluoyl-D-ribohexononitrile

Hoffer's chlorosugar

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose

2-deoxy-3,5-di-O-p-toluoyl-D-erythro-pentofuranosyl cyanide

Downstream raw materials:

N-[(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribo-pentofuranosyl)methyl]-4-nitroisoindolin-1-one