2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose

Base Information

Chemical Name:2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose
CAS No.:140183-58-0
Molecular Formula:C₂₇H₂₉NO₁₁S
Molecular Weight:575.593
Hs Code.:

Synonyms:2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose

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Chemical Property of 2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose

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Technology Process of 2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose

There total 11 articles about 2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose 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: 74.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 140183-57-9
2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose O-benzyl oxime

: 140183-58-0
2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose

Guidance literature:: With camphor-10-sulfonic acid; In tetrahydrofuran; water;
DOI:10.1016/S0040-4039(00)77717-3

Reference yield: 74.0%

: 140183-57-9
2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose O-benzyl oxime

: 140183-58-0
2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose

Guidance literature:: With formaldehyd; camphor-10-sulfonic acid; In tetrahydrofuran; Ambient temperature;

Reference yield:

: 35946-66-8
2-(acetoxymethyl)-5-{[(benzyloxy)carbonyl]amino}tetrahydropyran-3,4,6-triyl triacetate

: 140183-58-0
2-benzyloxycarbonylamino-2-deoxy-3,4,6-tri-O-acetyl-5-phenoxy(thiocarbonyl)oxy-D-glucose

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / (NH₄)2CO₃ / methanol; tetrahydrofuran

2: 74 percent / NH₂OH*HCl, pyridine / methanol

3: 58 percent / CH₂Cl₂

4: 88 percent / pyridine / CH₂Cl₂

5: 78 percent / pyridine / CH₂Cl₂

6: 74 percent / CSA / H₂O; tetrahydrofuran

With pyridine; camphor-10-sulfonic acid; hydroxylamine hydrochloride; ammonium carbonate; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0040-4039(00)77717-3