N-(benzyloxycarbonyl)-O-(2,4-diazido-2,4,6-trideoxy-α-D-galactopyranosyl)-L-serine methylester

Base Information

Chemical Name:N-(benzyloxycarbonyl)-O-(2,4-diazido-2,4,6-trideoxy-α-D-galactopyranosyl)-L-serine methylester
CAS No.:1432492-33-5
Molecular Formula:C₁₈H₂₃N₇O₇
Molecular Weight:449.423
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-O-(2,4-diazido-2,4,6-trideoxy-α-D-galactopyranosyl)-L-serine methylester

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Chemical Property of N-(benzyloxycarbonyl)-O-(2,4-diazido-2,4,6-trideoxy-α-D-galactopyranosyl)-L-serine methylester

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Technology Process of N-(benzyloxycarbonyl)-O-(2,4-diazido-2,4,6-trideoxy-α-D-galactopyranosyl)-L-serine methylester

There total 9 articles about N-(benzyloxycarbonyl)-O-(2,4-diazido-2,4,6-trideoxy-α-D-galactopyranosyl)-L-serine methylester 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: 80.0%

: 1432492-30-2
N-(benzyloxycarbonyl)-O-(3-O-acetyl-2,4-diazido-2,4,6-trideoxy-α-D-galactopyranosyl)-L-serine methylester

: 1432492-33-5
N-(benzyloxycarbonyl)-O-(2,4-diazido-2,4,6-trideoxy-α-D-galactopyranosyl)-L-serine methylester

Guidance literature:: With triethylamine; In methanol; at 20 ℃; Inert atmosphere; Darkness;
DOI:10.1039/c3ob40615f

Reference yield:

: 1432492-26-6
3-O-acetyl-2,4-diazido-2,4,6-trideoxy-α-D-galactopyranoside trichloroacetimidate

: 1432492-33-5
N-(benzyloxycarbonyl)-O-(2,4-diazido-2,4,6-trideoxy-α-D-galactopyranosyl)-L-serine methylester

Guidance literature:: Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 4 h / -78 °C / Molecular sieve; Inert atmosphere

2: triethylamine / methanol / 20 °C / Inert atmosphere; Darkness

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1039/c3ob40615f

Reference yield:

: 77481-63-1
phenyl-1-thio-β-D-mannopyranoside

: 1432492-33-5
N-(benzyloxycarbonyl)-O-(2,4-diazido-2,4,6-trideoxy-α-D-galactopyranosyl)-L-serine methylester

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine / 6 h / 0 - 20 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 80 °C / Inert atmosphere

3: dimethyltin dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / Inert atmosphere

4: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 2 h / -10 - 10 °C / Inert atmosphere

5: sodium azide / N,N-dimethyl-formamide / 8 h / 20 °C / Inert atmosphere

6: N-Bromosuccinimide / tetrahydrofuran; water / 0.67 h / 0 - 20 °C / Inert atmosphere

7: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / -5 °C / Inert atmosphere

8: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 4 h / -78 °C / Molecular sieve; Inert atmosphere

9: triethylamine / methanol / 20 °C / Inert atmosphere; Darkness

With pyridine; N-Bromosuccinimide; lithium aluminium tetrahydride; sodium azide; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; dimethyltin dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c3ob40615f