octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

Base Information

Chemical Name:octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside
CAS No.:1344088-84-1
Molecular Formula:C₅₅H₈₂FN₃O₁₂SSi₂
Molecular Weight:1084.5
Hs Code.:

octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

Synonyms:octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

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Chemical Property of octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

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Technology Process of octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

There total 13 articles about octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-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: 99.0%

: 1344088-83-0
octyl 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

: 1344088-84-1
octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

Guidance literature:: With pyridine; hydrogen fluoride; In dichloromethane; at 20 ℃; for 0.0833333h; regioselective reaction;
DOI:10.1016/j.carres.2011.08.001

Reference yield:

: 1344088-80-7
octyl 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-1-thio-α-D-mannopyranoside

: 1344088-84-1
octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: N-Bromosuccinimide; water / acetone / 0.17 h / 0 °C

2: potassium carbonate / dichloromethane / 16 h / 20 °C

3: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 1.5 h / -15 - 0 °C / Inert atmosphere; Molecular sieve

4: pyridine; hydrogen fluoride / dichloromethane / 0.08 h / 20 °C

With pyridine; N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; hydrogen fluoride; water; potassium carbonate; In diethyl ether; dichloromethane; acetone;
DOI:10.1016/j.carres.2011.08.001

Reference yield:

: 1344088-81-8
3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranose

: 1344088-84-1
octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / dichloromethane / 16 h / 20 °C

2: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 1.5 h / -15 - 0 °C / Inert atmosphere; Molecular sieve

3: pyridine; hydrogen fluoride / dichloromethane / 0.08 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrogen fluoride; potassium carbonate; In diethyl ether; dichloromethane;
DOI:10.1016/j.carres.2011.08.001