4,8-anhydro-5,6,7,9-tetra-O-benzyl-1,3-dideoxy-D-glycero-D-gulo-non-2-ulose

Base Information

• Chemical Name: 4,8-anhydro-5,6,7,9-tetra-O-benzyl-1,3-dideoxy-D-glycero-D-gulo-non-2-ulose
• CAS No.: 120520-81-2
• Molecular Formula: C₃₇H₄₀O₆
• Molecular Weight: 580.721
• Mol file: 120520-81-2.mol

Synonyms:4,8-anhydro-5,6,7,9-tetra-O-benzyl-1,3-dideoxy-D-glycero-D-gulo-non-2-ulose

Chemical Property of 4,8-anhydro-5,6,7,9-tetra-O-benzyl-1,3-dideoxy-D-glycero-D-gulo-non-2-ulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,8-anhydro-5,6,7,9-tetra-O-benzyl-1,3-dideoxy-D-glycero-D-gulo-non-2-ulose

There total 17 articles about 4,8-anhydro-5,6,7,9-tetra-O-benzyl-1,3-dideoxy-D-glycero-D-gulo-non-2-ulose 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: 86.0%

2'-hydroxy-3'-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)propane → 4,8-anhydro-5,6,7,9-tetra-O-benzyl-1,3-dideoxy-D-glycero-D-gulo-non-2-ulose (120520-81-2)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; at 0 ℃; for 1h;

DOI:10.1021/ja981580r

Reference yield: 81.0%

1-(2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl)-2-propanon (85422-90-8) → 4,8-anhydro-5,6,7,9-tetra-O-benzyl-1,3-dideoxy-D-glycero-D-gulo-non-2-ulose (120520-81-2)

Guidance literature:

With potassium carbonate; In methanol; for 25h; Ambient temperature; KOH, 2 h,;

Reference yield: 45.0%

benzyl bromide (100-39-0) + 1-(β-D-glucopyranosyl)propan-2-one (215510-13-7) → 4,8-anhydro-5,6,7,9-tetra-O-benzyl-1,3-dideoxy-D-glycero-D-gulo-non-2-ulose (120520-81-2)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2004.08.034 DOI:10.1016/j.carres.2007.09.002

upstream raw materials:

1-(2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl)-2-propanon

(R)-3-Oxo-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butyric acid methyl ester

Acetic acid (E)-2-methyl-3-((3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propenyl ester

Acetic acid (E)-2-methyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propenyl ester

Downstream raw materials:

2-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)ethanol