2-(benzyloxycarbonylamino)ethyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Base Information

Chemical Name:2-(benzyloxycarbonylamino)ethyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside
CAS No.:1379653-45-8
Molecular Formula:C₃₇H₃₅NO₁₁
Molecular Weight:669.685
Hs Code.:

Synonyms:2-(benzyloxycarbonylamino)ethyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside

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Chemical Property of 2-(benzyloxycarbonylamino)ethyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside

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Technology Process of 2-(benzyloxycarbonylamino)ethyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside

There total 11 articles about 2-(benzyloxycarbonylamino)ethyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside 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: 94.0%

: 1379653-44-7
2-(benzyloxycarbonylamino)ethyl 2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranoside

: 1379653-45-8
2-(benzyloxycarbonylamino)ethyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: With pyridine; hydrazine hydrate; acetic acid; at 20 ℃; for 0.133333h;
DOI:10.1016/j.carres.2012.03.039

Reference yield:

: 153253-02-2
(2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(((benzyloxy)carbonyl)amino)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1379653-45-8
2-(benzyloxycarbonylamino)ethyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium methylate / methanol / 1 h

1.2: Amberlite IR-120 (H+)

2.1: (R)-10-camphorsulfonic acid / 60 h / 20 °C

3.1: pyridine / dichloromethane / 1 h / 0 °C

4.1: trifluoroacetic acid / water / 0.17 h / 20 °C

5.1: 2,4,6-trimethyl-pyridine / dichloromethane / 1.5 h / 0 °C

6.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 20 °C

7.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 3 h / 0 °C

8.1: pyridine / dichloromethane / 1 h / 0 °C

9.1: pyridine; hydrazine hydrate; acetic acid / 0.13 h / 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; dmap; (R)-10-camphorsulfonic acid; sodium methylate; hydrazine hydrate; acetic acid; triethylamine tris(hydrogen fluoride); dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.carres.2012.03.039

Reference yield:

: 230285-83-3
benzyl 2-({2-[(β-D-galactopyranosyl)oxy]ethyl}amino)carbamate

: 1379653-45-8
2-(benzyloxycarbonylamino)ethyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: (R)-10-camphorsulfonic acid / 60 h / 20 °C

2: pyridine / dichloromethane / 1 h / 0 °C

3: trifluoroacetic acid / water / 0.17 h / 20 °C

4: 2,4,6-trimethyl-pyridine / dichloromethane / 1.5 h / 0 °C

5: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 20 °C

6: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 3 h / 0 °C

7: pyridine / dichloromethane / 1 h / 0 °C

8: pyridine; hydrazine hydrate; acetic acid / 0.13 h / 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; dmap; (R)-10-camphorsulfonic acid; hydrazine hydrate; acetic acid; triethylamine tris(hydrogen fluoride); dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.carres.2012.03.039