1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)benzene

Base Information

• Chemical Name: 1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)benzene
• CAS No.: 479582-42-8
• Molecular Formula: C₃₄H₃₂O₆
• Molecular Weight: 536.624
• Mol file: 479582-42-8.mol

Synonyms:1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)benzene

Chemical Property of 1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)benzene

There total 4 articles about 1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)benzene 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: 39.0%

1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-α-D-ribofuranosyl)benzene (479582-41-7) → 1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)benzene (479582-42-8)

Guidance literature:

With sulfuric acid; benzenesulfonic acid; In toluene; for 2h; Heating;

DOI:10.1021/jm020193w

Reference yield: 36.0%

(4-(benzyloxy)phenyl)magnesium bromide (120186-59-6) + 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)benzene (479582-42-8) + 1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-α-D-ribofuranosyl)benzene (479582-41-7)

Guidance literature:

(4-(benzyloxy)phenyl)magnesium bromide; With zinc(II) chloride; In tetrahydrofuran; at 80 ℃; for 3h;

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride; In tetrahydrofuran; for 5h; Further stages.; Heating;

DOI:10.1021/jm020193w

Reference yield:

(4-(benzyloxy)phenyl)magnesium bromide (120186-59-6) → 1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-β-D-ribofuranosyl)benzene (479582-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ZnCl₂ / tetrahydrofuran / 3 h / 80 °C

1.2: 36 percent / tetrahydrofuran / 5 h / Heating

2.1: 39 percent / aq. benzenesulfonic acid; aq. H₂SO₄ / toluene / 2 h / Heating

With sulfuric acid; benzenesulfonic acid; zinc(II) chloride; In tetrahydrofuran; toluene;

DOI:10.1021/jm020193w

upstream raw materials:

(4-(benzyloxy)phenyl)magnesium bromide

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

1-benzyloxy-4-(3',5'-di-O-toluoyl-2'-deoxy-α-D-ribofuranosyl)benzene

Downstream raw materials:

1-benzyloxy-4-(2'-deoxy-β-D-ribofuranosyl)benzene