benzyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonylglycinate

Base Information

• Chemical Name: benzyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonylglycinate
• CAS No.: 86088-55-3
• Molecular Formula: C₆₂H₆₂N₂O₁₁
• Molecular Weight: 1011.18

Synonyms:benzyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonylglycinate

Chemical Property of benzyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonylglycinate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of benzyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonylglycinate

There total 2 articles about benzyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonylglycinate 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: 78.0%

glycine benzyl ester p-toluenesulfonic acid salt (1738-76-7) + N-hydroxysuccinimyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-D-galactopyranosyl)-L-threoninate (86088-54-2,86118-01-6) → benzyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-L-threonylglycinate (86118-02-7) + benzyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonylglycinate (86088-55-3)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; 1.) 30 min, 0 deg C, 2.) 1 h, room temp.;

DOI:10.1021/jo00163a027

Reference yield:

Gly-OBz (1738-68-7) + 2,3,4,6-tetra-O-benzyl-D-galactopyranose (6386-24-9) + N-hydroxysuccinimyl N-(((9-fluorenylmethyl)oxy)carbonyl)-L-threoninate (86088-53-1) → benzyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonylglycinate (86088-55-3)

Guidance literature:

DOI:10.1016/0008-6215(83)88388-8

Reference yield: 70.0%

benzyl N-(((9-fluorenylmethyl)oxy)carbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonylglycinate (86088-55-3) + (2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid 4-nitro-phenyl ester → C100H103N3O18 (89028-12-6)

Guidance literature:

DOI:10.1016/0008-6215(83)88388-8

upstream raw materials:

Gly-OBz

2,3,4,6-tetra-O-benzyl-D-galactopyranose

N-hydroxysuccinimyl N-(((9-fluorenylmethyl)oxy)carbonyl)-L-threoninate

glycine benzyl ester p-toluenesulfonic acid salt

Downstream raw materials:

C₁₀₀H₁₀₃N₃O₁₈

O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonylglycine benzyl ester

benzyl N-(benzyloxycarbonyl)glycyl-O-(2,3,4,6-tetra-O-benzyl α-D-galactopyranosyl)-L-threoylglycinate

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