2-O,3-O,5-O-Tribenzyl-β-D-ribofuranosylformaldehyde

Base Information

• Chemical Name: 2-O,3-O,5-O-Tribenzyl-β-D-ribofuranosylformaldehyde
• CAS No.: 37699-02-8
• Molecular Formula: C27H28O5
• Molecular Weight: 432.516
• Mol file: 37699-02-8.mol

Synonyms:(2-O,3-O,5-O-Tribenzyl-β-D-ribofuranosyl)formaldehyde;2,5-Anhydro-3-O,4-O,6-O-tribenzyl-D-allose;2-O,3-O,5-O-Tribenzyl-1-formyl-1-deoxy-β-D-ribofuranose;2-O,3-O,5-O-Tribenzyl-β-D-ribofuranosylformaldehyde;3-O,4-O,6-O-Tribenzyl-2,5-anhydro-D-allo-hexose;3-O,4-O,6-O-Tribenzyl-2,5-anhydro-D-allose

Chemical Property of 2-O,3-O,5-O-Tribenzyl-β-D-ribofuranosylformaldehyde

Chemical Property:

• PSA: 53.99000
• LogP: 4.34030

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-O,3-O,5-O-Tribenzyl-β-D-ribofuranosylformaldehyde

There total 12 articles about 2-O,3-O,5-O-Tribenzyl-β-D-ribofuranosylformaldehyde 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: 100.0%

methyl 2,3,5-tri-O-benzyl-β-D-ribofuranosyl carboxylate (99512-51-3) → 2,5-anhydro-3,4,6-tri-O-benzyl-aldehydo-D-altrohexofuranose (37699-02-8)

Guidance literature:

methyl 2,3,5-tri-O-benzyl-β-D-ribofuranosyl carboxylate; With diisobutylaluminium hydride; In toluene; at -70 ℃; for 0.75h; Inert atmosphere;

With methanol; In toluene; at -70 - 20 ℃;

DOI:10.1021/jo802556s

Reference yield: 100.0%

methyl 3,4,6-tri-O-benzyl-2-O-(trifluoromethanesulfonyl)-β-D-glucopyranoside → (3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carbaldehyde (37699-02-8,94273-27-5,94283-95-1,122194-15-4)

Guidance literature:

In pyridine; water; N,N-dimethyl-formamide; at 160 ℃; for 0.0833333h;

DOI:10.1016/S0008-6215(97)00054-2

Reference yield: 90.0%

Trifluoro-methanesulfonic acid (3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yl ester → (3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carbaldehyde (37699-02-8,94273-27-5,94283-95-1,122194-15-4)

Guidance literature:

With pyridine; water; In N,N-dimethyl-formamide; at 160 ℃;

DOI:10.1021/jo00056a028

upstream raw materials:

methyl 2,3,5-tri-O-benzyl-β-D-ribofuranosyl carboxylate

3'-Phenyl-2',3'-methanopropyl 2-O-<<(trifluoromethyl)sulfonyl>oxy>-3,4,6-tri-O-benzyl-β-D-glucopyranoside

N,N-dimethyl-formamide

tert-butylchlorodiphenylsilane

Downstream raw materials:

(5Ξ)-2-oxy-4t-(tri-O-benzyl-β-D-ribofuranosyl)-4,5-dihydro-isoxazole-3,5r-dicarboxylic acid dimethyl ester

ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate

(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)methyl alcohol

(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)methylamine