3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester

Base Information

Chemical Name:3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester
CAS No.:126740-75-8
Molecular Formula:C₅₉H₆₇N₃O₁₇
Molecular Weight:1090.19
Hs Code.:

3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester

Synonyms:3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester

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Chemical Property of 3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester

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Technology Process of 3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester

There total 14 articles about 3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester 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: 92.0%

: 108-24-7
acetic anhydride

: 126740-74-7
3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester

: 126740-75-8
3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester

Guidance literature:: In pyridine; Ambient temperature;
DOI:10.1016/0008-6215(89)85105-5

Reference yield:

: 21209-51-8
N-benzyloxycarbonyl-L-serine benzyl ester

: 126740-75-8
3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 52 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂; hexane / 0.17 h / Ambient temperature

2: 65 percent / 60percent trifluoroacetic acid / CH₂Cl₂; H₂O / 5 h / Ambient temperature

3: 80 percent / 1.) NiCl₂*6H₂O, boric acid, sodium borohydride, 2.) acetic anhydride / ethanol / 1 h

4: 92 percent / pyridine / Ambient temperature

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; boric acid; acetic anhydride; trifluoroacetic acid; nickel dichloride; In pyridine; ethanol; hexane; dichloromethane; water;
DOI:10.1016/0008-6215(89)85105-5

Reference yield:

: 99049-62-4
2-azido-2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 126740-75-8
3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-acetyl-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / 0.1M boron trifluoride etherate / CH₂Cl₂; hexane / -30 deg C, -15 deg C, 1 h, -10 deg C, 2 h

2: 85 percent / 1M acetic acid, 1M tetrabutylammonium fluoride / tetrahydrofuran / -30 deg C, 0 deg C, 4 h

3: 76 percent / potassium carbonate / CH₂Cl₂

4: 88 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 3 h / -40 °C

5: 60percent trifluoroacetic acid / CH₂Cl₂; H₂O / 5 h / Ambient temperature

6: 80 percent / 1.) NiCl₂*6H₂O, boric acid, sodium borohydride, 2.) acetic anhydride / ethanol / 1 h

7: 92 percent / pyridine / Ambient temperature

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; boric acid; acetic anhydride; potassium carbonate; acetic acid; trifluoroacetic acid; nickel dichloride; In tetrahydrofuran; pyridine; ethanol; hexane; dichloromethane; water;
DOI:10.1016/0008-6215(89)85105-5