allyl 2-azido-2-deoxy-3-O-benzyl-4-O-[(3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranosyl)]-β-D-glucopyranoside

Base Information

Chemical Name:allyl 2-azido-2-deoxy-3-O-benzyl-4-O-[(3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranosyl)]-β-D-glucopyranoside
CAS No.:647027-57-4
Molecular Formula:C₅₆H₅₉N₃O₁₄
Molecular Weight:998.096
Hs Code.:

Synonyms:allyl 2-azido-2-deoxy-3-O-benzyl-4-O-[(3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranosyl)]-β-D-glucopyranoside

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Chemical Property of allyl 2-azido-2-deoxy-3-O-benzyl-4-O-[(3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranosyl)]-β-D-glucopyranoside

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Technology Process of allyl 2-azido-2-deoxy-3-O-benzyl-4-O-[(3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranosyl)]-β-D-glucopyranoside

There total 7 articles about allyl 2-azido-2-deoxy-3-O-benzyl-4-O-[(3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranosyl)]-β-D-glucopyranoside 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:

: 647027-51-8
allyl 2-azido-2-deoxy-3-O-benzyl-6-O-tertbutyldiphenylsilyl-4-O-[(3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranosyl)]-β-D-glucopyranoside

: 647027-57-4
allyl 2-azido-2-deoxy-3-O-benzyl-4-O-[(3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranosyl)]-β-D-glucopyranoside

Guidance literature:: With pyridine; hydrogen fluoride; In acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/ol0359261

Reference yield:

: 123-76-2
levulinic acid

: 647027-57-4
allyl 2-azido-2-deoxy-3-O-benzyl-4-O-[(3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranosyl)]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 8 h / 20 °C

2: 82 percent / tris(triphenylphosphine)rhodium(I) chloride / toluene; ethanol; H₂O / 15 h / Heating

3: 95 percent / sodium hydride / CH₂Cl₂ / 0.5 h / 0 °C

4: 85 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / -75 - 20 °C

5: HF; pyridine / acetonitrile / 1 h / 20 °C

With pyridine; dmap; Wilkinson's catalyst; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen fluoride; sodium hydride; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ol0359261

Reference yield:

: 647027-46-1
allyl 3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-α-L-idopyranoside

: 647027-57-4
allyl 2-azido-2-deoxy-3-O-benzyl-4-O-[(3,6-di-O-benzyl-4-O-(9-fluorenylmethoxycarbonyl)-2-O-levulinoyl-α-L-idopyranosyl)]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 8 h / 20 °C

2: 82 percent / tris(triphenylphosphine)rhodium(I) chloride / toluene; ethanol; H₂O / 15 h / Heating

3: 95 percent / sodium hydride / CH₂Cl₂ / 0.5 h / 0 °C

4: 85 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / -75 - 20 °C

5: HF; pyridine / acetonitrile / 1 h / 20 °C

With pyridine; dmap; Wilkinson's catalyst; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen fluoride; sodium hydride; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ol0359261