5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(S)-(methoxycarbonyl)ethylidene>-2-O-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(S)-(methoxycarbonyl)ethylidene>-2-O-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranoside
CAS No.:161602-69-3
Molecular Formula:C₄₄H₅₆N₂O₁₉
Molecular Weight:916.931
Hs Code.:

5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(S)-(methoxycarbonyl)ethylidene>-2-O-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranoside

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Chemical Property of 5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(S)-(methoxycarbonyl)ethylidene>-2-O-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranoside

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Technology Process of 5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(S)-(methoxycarbonyl)ethylidene>-2-O-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranoside

There total 12 articles about 5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(S)-(methoxycarbonyl)ethylidene>-2-O-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-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:

: 98-88-4
benzoyl chloride

: 161602-69-3
5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(S)-(methoxycarbonyl)ethylidene>-2-O-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) 1-hydroxybenzotriazole, Et₃N, 2.) Et₃N / 1.) CH₂Cl₂, r.t., 20 min, 2.) CH₂Cl₂, r.t., 48 h

2: 96 percent / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

3: 0.57M Cl₂ / CCl₄; CH₂Cl₂ / 24 h / Ambient temperature

4: CF₃SO₃Ag, sym-collidine, molecular sieves 3 Angstroem / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 76 percent / thiourea / methanol / 120 h / 40 °C

6: CF₃SO₃SiMe₃ / CH₂Cl₂ / 0.17 h / -20 °C

7: Zn, CH₃COOH / 0.5 h / Ambient temperature

8: pyridine / 24 h / 4 °C

With pyridine; 2,4,6-trimethyl-pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; silver trifluoromethanesulfonate; chlorine; benzotriazol-1-ol; acetic acid; triethylamine; thiourea; zinc; In methanol; tetrachloromethane; dichloromethane;

Reference yield:

: 124477-00-5
phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside

: 161602-69-3
5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(S)-(methoxycarbonyl)ethylidene>-2-O-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1: 96 percent / CH₃COOH / H₂O / 3.5 h / 75 - 80 °C

2: 54 percent / BF₃*Et₂O / 2 h / Ambient temperature

3: 1M CH₃ONa / methanol / 14 h / Ambient temperature

4: 1.) 1-hydroxybenzotriazole, Et₃N, 2.) Et₃N / 1.) CH₂Cl₂, r.t., 20 min, 2.) CH₂Cl₂, r.t., 48 h

5: 96 percent / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

6: 0.57M Cl₂ / CCl₄; CH₂Cl₂ / 24 h / Ambient temperature

7: CF₃SO₃Ag, sym-collidine, molecular sieves 3 Angstroem / CH₂Cl₂ / 0.5 h / Ambient temperature

8: 76 percent / thiourea / methanol / 120 h / 40 °C

9: CF₃SO₃SiMe₃ / CH₂Cl₂ / 0.17 h / -20 °C

10: Zn, CH₃COOH / 0.5 h / Ambient temperature

11: pyridine / 24 h / 4 °C

With pyridine; 2,4,6-trimethyl-pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; silver trifluoromethanesulfonate; chlorine; benzotriazol-1-ol; acetic acid; triethylamine; thiourea; zinc; In methanol; tetrachloromethane; dichloromethane; water;

Reference yield:

: 152488-27-2
phenyl 2,6-di-O-benzoyl-1-thio-β-thio-β-D-galactopyranoside

: 161602-69-3
5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(S)-(methoxycarbonyl)ethylidene>-2-O-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: 54 percent / BF₃*Et₂O / 2 h / Ambient temperature

2: 1M CH₃ONa / methanol / 14 h / Ambient temperature

3: 1.) 1-hydroxybenzotriazole, Et₃N, 2.) Et₃N / 1.) CH₂Cl₂, r.t., 20 min, 2.) CH₂Cl₂, r.t., 48 h

4: 96 percent / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

5: 0.57M Cl₂ / CCl₄; CH₂Cl₂ / 24 h / Ambient temperature

6: CF₃SO₃Ag, sym-collidine, molecular sieves 3 Angstroem / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 76 percent / thiourea / methanol / 120 h / 40 °C

8: CF₃SO₃SiMe₃ / CH₂Cl₂ / 0.17 h / -20 °C

9: Zn, CH₃COOH / 0.5 h / Ambient temperature

10: pyridine / 24 h / 4 °C

With pyridine; 2,4,6-trimethyl-pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; silver trifluoromethanesulfonate; chlorine; benzotriazol-1-ol; acetic acid; triethylamine; thiourea; zinc; In methanol; tetrachloromethane; dichloromethane;