methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-β-D-glucopyranoside
CAS No.:1398044-69-3
Molecular Formula:C₃₁H₃₁N₃O₇S
Molecular Weight:589.669
Hs Code.:

Synonyms:methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-β-D-glucopyranoside

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Chemical Property of methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-β-D-glucopyranoside

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Technology Process of methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-β-D-glucopyranoside

There total 7 articles about methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-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: 86.0%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 1398044-68-2
methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

: 1398044-69-3
methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap; for 0.25h; Cooling with ice;
DOI:10.1002/chem.201204519

Reference yield:

: 1398044-67-1
methyl 2-azido-3-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

: 1398044-69-3
methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 1.5 h / -75 - 20 °C

2: pyridine; dmap / 0.25 h / Cooling with ice

With pyridine; dmap; In dichloromethane;
DOI:10.1002/chem.201204519

Reference yield:

: 100-39-0
benzyl bromide

: 1398044-69-3
methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride

2: hydrogenchloride / water; methanol / 20 °C

3: pyridine / dichloromethane / 1.5 h / -75 - 20 °C

4: pyridine; dmap / 0.25 h / Cooling with ice

With pyridine; hydrogenchloride; dmap; sodium hydride; In methanol; dichloromethane; water;
DOI:10.1002/chem.201204519