2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside
CAS No.:1312289-99-8
Molecular Formula:C₂₉H₃₀N₂O₉S₂
Molecular Weight:614.697
Hs Code.:

Synonyms:2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

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Chemical Property of 2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

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Technology Process of 2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

There total 7 articles about 2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-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: 96.0%

: 136-95-8,102337-98-4,84293-42-5
2-amino-benzthiazole

: 1312289-98-7
2-carboxyphenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

: 1312289-99-8
2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; for 2.5h;
DOI:10.1016/j.bmc.2011.03.022

Reference yield:

: 1312289-96-5
2-(methoxycarbonyl)phenyl 3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

: 1312289-99-8
2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; sodium hydroxide / methanol / 0.67 h / 20 °C / Inert atmosphere

1.2: acid resin treatment

2.1: pyridine; dmap / 48 h / 20 °C / Inert atmosphere

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 2.5 h

With pyridine; dmap; water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.03.022

Reference yield:

: 25878-60-8
D-galactose pentaacetate

: 1312289-99-8
2-[benzo(d)thiazol-2-ylcarbamoyl]phenyl 2,4,6-tri-O-acetyl-3-O-(prop-2-enyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 17 h / 20 °C / Inert atmosphere

2.1: methanol; sodium methylate / 20 °C / Inert atmosphere

3.1: di(n-butyl)tin oxide / methanol / 28 h / Inert atmosphere; Reflux

3.2: 3 h / Inert atmosphere; Reflux

4.1: water; sodium hydroxide / methanol / 0.67 h / 20 °C / Inert atmosphere

4.2: acid resin treatment

5.1: pyridine; dmap / 48 h / 20 °C / Inert atmosphere

6.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 2.5 h

With pyridine; methanol; dmap; boron trifluoride diethyl etherate; water; sodium methylate; di(n-butyl)tin oxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.03.022