2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-β-D-galactopyranosyl fluoride

Base Information

• Chemical Name: 2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-β-D-galactopyranosyl fluoride
• CAS No.: 155177-89-2
• Molecular Formula: C₁₈H₂₀FN₃O₆
• Molecular Weight: 393.372

Synonyms:2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-β-D-galactopyranosyl fluoride

Chemical Property of 2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-β-D-galactopyranosyl fluoride

Chemical Property:

Purity/Quality:

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Technology Process of 2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-β-D-galactopyranosyl fluoride

There total 1 articles about 2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-β-D-galactopyranosyl fluoride 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:

levulinic anhydride (40608-06-8) + (tert-butyldimethyl)silyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (147254-13-5) → 2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-β-D-galactopyranosyl fluoride (155177-89-2) + 2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-α-D-galactopyranosyl fluoride (155177-88-1)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1016/0040-4039(94)88332-7

Reference yield: 93.4%

2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-β-D-galactopyranosyl fluoride (155177-89-2) → 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl fluoride (165397-89-7)

Guidance literature:

With hydrazinium monoacetate; In ethanol; toluene; for 0.5h; Ambient temperature;

DOI:10.1016/0008-6215(94)00362-J

Reference yield: 52.0%

N-(9-fluorenylmethoxycarbonyl)-L-serine allyl ester (136497-85-3) + 2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-β-D-galactopyranosyl fluoride (155177-89-2) → allyl N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-β-D-galactopyranosyl)-(1<*>3)-L-serine + allyl N-(-fluorenylmethoxycarbonyl)-3)>-L-serine (155177-92-7)

Guidance literature:

With 4 A molecular sieve; Cp₂Zr(ClO₄)2; In dichloromethane;

DOI:10.1016/0040-4039(94)88332-7

upstream raw materials:

levulinic anhydride

(tert-butyldimethyl)silyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Downstream raw materials:

2-azido-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-β-D-galactopyranosyl fluoride

allyl N-(-fluorenylmethoxycarbonyl)-3)>-L-serine

2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl fluoride

allyl N-(9-fluorenylmethoxycarbonyl)-[O-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1[*]3)]-L-serine

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