O-((2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester

Base Information

Chemical Name:O-((2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester
CAS No.:1381864-61-4
Molecular Formula:C₅₇H₅₉N₃O₁₆
Molecular Weight:1042.11
Hs Code.:

O-((2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester

Synonyms:O-((2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester

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Chemical Property of O-((2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester

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Technology Process of O-((2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester

There total 3 articles about O-((2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-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: 86.0%

: 1381864-59-0
O-((3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester

: 108-24-7
acetic anhydride

: 1381864-61-4
O-((2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester

Guidance literature:: With acetic acid; zinc; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;
DOI:10.1016/j.tet.2012.04.059

Reference yield:

: 1381864-50-1
2-azido-4,6-O-benzylidene-3-O-(2-chloroacetyl)-2-deoxy-α-D-galactopyranosyl diphenyl phosphate

: 1381864-61-4
O-((2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran; trimethylsilyl trifluoromethanesulfonate / diethyl ether / 6 h / -40 °C / Inert atmosphere; Molecular sieve

2: sodium hydrogencarbonate; thiourea / methanol; dichloromethane / 8 h / 20 °C / Inert atmosphere

3: tetrahydrofuran; trimethylsilyl trifluoromethanesulfonate / diethyl ether / 6 h / -60 °C / Inert atmosphere; Molecular sieve

4: acetic acid; zinc / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere

With tetrahydrofuran; trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate; acetic acid; thiourea; zinc; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2012.04.059

Reference yield:

: N-(9-fluorenylmethoxycarbonyl)-O-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-serine benzyl ester

: 1381864-61-4
O-((2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl))-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran; trimethylsilyl trifluoromethanesulfonate / diethyl ether / 6 h / -60 °C / Inert atmosphere; Molecular sieve

2: acetic acid; zinc / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere

With tetrahydrofuran; trimethylsilyl trifluoromethanesulfonate; acetic acid; zinc; In tetrahydrofuran; diethyl ether;
DOI:10.1016/j.tet.2012.04.059