3-(2-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}-3-[1-(isopropyl)piperidine-4-carboxamido]phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Base Information

Chemical Name:3-(2-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}-3-[1-(isopropyl)piperidine-4-carboxamido]phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
CAS No.:1402905-85-4
Molecular Formula:C₄₀H₅₀ClN₃O₁₄S
Molecular Weight:864.368
Hs Code.:

3-(2-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}-3-[1-(isopropyl)piperidine-4-carboxamido]phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Synonyms:3-(2-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}-3-[1-(isopropyl)piperidine-4-carboxamido]phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

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Chemical Property of 3-(2-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}-3-[1-(isopropyl)piperidine-4-carboxamido]phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

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Technology Process of 3-(2-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}-3-[1-(isopropyl)piperidine-4-carboxamido]phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

There total 6 articles about 3-(2-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}-3-[1-(isopropyl)piperidine-4-carboxamido]phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 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:

: C₃₇H₄₄ClN₃O₁₄S

: 67-64-1
acetone

: 1402905-85-4
3-(2-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}-3-[1-(isopropyl)piperidine-4-carboxamido]phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Guidance literature:: With sodium cyanoborohydride; In methanol; at 0 - 20 ℃;
DOI:10.1002/cmdc.201200224

Reference yield:

: 1402905-81-0
3-(2-amino-3-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

: 1402905-85-4
3-(2-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}-3-[1-(isopropyl)piperidine-4-carboxamido]phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / 0.5 h / 0 °C

1.2: 48 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

3.1: sodium cyanoborohydride / methanol / 0 - 20 °C

With sodium cyanoborohydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/cmdc.201200224

Reference yield:

: 323594-39-4
3-(bromomethyl)-5-(5-chlorothiophen-2-yl)isoxazole

: 1402905-85-4
3-(2-{[5-(5-chlorothiophen-2-yl)isoxazol-3-yl]methoxy}-3-[1-(isopropyl)piperidine-4-carboxamido]phenoxy)propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h

1.2: 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h

2.2: 20 °C

3.1: tin(II) chloride dihdyrate / ethyl acetate / 48 h / Reflux

4.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / 0.5 h / 0 °C

4.2: 48 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

6.1: sodium cyanoborohydride / methanol / 0 - 20 °C

With tin(II) chloride dihdyrate; sodium cyanoborohydride; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201200224