3-O-Acetyl-1,5-anhydro-4-O-benzyl-2,6-didesoxy-L-ribo-hex-1-enit

Base Information

• Chemical Name: 3-O-Acetyl-1,5-anhydro-4-O-benzyl-2,6-didesoxy-L-ribo-hex-1-enit
• CAS No.: 106988-72-1
• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.306
• Mol file: 106988-72-1.mol

Synonyms:3-O-Acetyl-1,5-anhydro-4-O-benzyl-2,6-didesoxy-L-ribo-hex-1-enit

Chemical Property of 3-O-Acetyl-1,5-anhydro-4-O-benzyl-2,6-didesoxy-L-ribo-hex-1-enit

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-Acetyl-1,5-anhydro-4-O-benzyl-2,6-didesoxy-L-ribo-hex-1-enit

There total 2 articles about 3-O-Acetyl-1,5-anhydro-4-O-benzyl-2,6-didesoxy-L-ribo-hex-1-enit 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: 90.0%

acetic anhydride (108-24-7) + 1,5-Anhydro-4-O-benzyl-2,6-dideoxy-L-ribo-hex-1-enitol (106988-70-9) → 3-O-Acetyl-1,5-anhydro-4-O-benzyl-2,6-didesoxy-L-ribo-hex-1-enit (106988-72-1)

Guidance literature:

With pyridine; at 5 ℃; for 24h;

Reference yield: 75.0%

Isopropenyl acetate (108-22-5) + 1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol (117249-16-8) → 1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-erythrohex-3-ulose + 3-O-Acetyl-1,5-anhydro-4-O-benzyl-2,6-didesoxy-L-ribo-hex-1-enit (106988-72-1) + (-)-(2S,3S)-3-(Benzyloxy)-2-methyl-2,3-dihydro-4H-pyran-4-one (149561-65-9)

Guidance literature:

1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol; With dicarbonyl(chloro)(η⁵-pentaphenylcyclopentadienyl)ruthenium(II); Candida antartica lipase B; potassium tert-butylate; sodium carbonate; In tetrahydrofuran; toluene; for 0.0666667h; Schlenk technique; Inert atmosphere; Glovebox; Enzymatic reaction;

Isopropenyl acetate; In tetrahydrofuran; toluene; at 40 ℃; for 144h; Inert atmosphere; Schlenk technique; Glovebox; Enzymatic reaction;

DOI:10.1002/chem.201403720

Reference yield: 48.0%

benzyl L-digitoxoside (113757-02-1) + 3-O-Acetyl-1,5-anhydro-4-O-benzyl-2,6-didesoxy-L-ribo-hex-1-enit (106988-72-1) → benzyl 3-O-(3-O-acetyl-4-O-benzyl-2,6-dideoxy-2-iodo-α-L-altropyranosyl)-4-O-benzyl-2,6-dideoxy-α-L-ribo-hexopyranoside (158021-38-6)

Guidance literature:

With N-iodo-succinimide; molecular sieve; In acetonitrile; for 24h;

DOI:10.1016/0008-6215(94)84040-7

upstream raw materials:

acetic anhydride

1,5-Anhydro-4-O-benzyl-2,6-dideoxy-L-ribo-hex-1-enitol

Isopropenyl acetate

1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol

Downstream raw materials:

benzyl 3-O-(3-O-acetyl-4-O-benzyl-2,6-dideoxy-2-iodo-α-L-altropyranosyl)-4-O-benzyl-2,6-dideoxy-α-L-ribo-hexopyranoside

benzyl 4-O-benzyl-3-O-(4-O-benzyl-2,6-dideoxy-α-L-ribopyranosyl)-2,6-dideoxy-α-L-ribo-hexopyranoside