tert-butyldiphenylsilyl 2-azido-2,6-dideoxy-6-iodo-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldiphenylsilyl 2-azido-2,6-dideoxy-6-iodo-β-D-glucopyranoside
CAS No.:1384556-69-7
Molecular Formula:C₂₂H₂₈IN₃O₄Si
Molecular Weight:553.472
Hs Code.:

Synonyms:tert-butyldiphenylsilyl 2-azido-2,6-dideoxy-6-iodo-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyldiphenylsilyl 2-azido-2,6-dideoxy-6-iodo-β-D-glucopyranoside

Chemical Property:

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Technology Process of tert-butyldiphenylsilyl 2-azido-2,6-dideoxy-6-iodo-β-D-glucopyranoside

There total 3 articles about tert-butyldiphenylsilyl 2-azido-2,6-dideoxy-6-iodo-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: 92.0%

: 1384556-68-6
tert-butyldiphenylsilyl 2-azido-2-deoxy-6-O-tosyl-β-D-glucopyranoside

: 1384556-69-7
tert-butyldiphenylsilyl 2-azido-2,6-dideoxy-6-iodo-β-D-glucopyranoside

Guidance literature:: With sodium iodide; In butanone; for 6h; Reflux;
DOI:10.1016/j.carres.2012.02.015

Reference yield:

: 2-azido-2-deoxy-D-glucose

: 1384556-69-7
tert-butyldiphenylsilyl 2-azido-2,6-dideoxy-6-iodo-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 20 °C

2: piperidine / tetrahydrofuran / 2.5 h

3: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 60 °C

4: sodium methylate / methanol; dichloromethane

5: pyridine / 2 h / 0 °C

6: sodium iodide / butanone / 6 h / Reflux

With piperidine; 1H-imidazole; sodium methylate; sodium iodide; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; butanone;
DOI:10.1016/j.carres.2012.02.015

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 1384556-69-7
tert-butyldiphenylsilyl 2-azido-2,6-dideoxy-6-iodo-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole-1-sulfonyl azide hydrochloride; copper(II) sulfate; triethylamine / methanol / 1.5 h

2: pyridine / 20 °C

3: piperidine / tetrahydrofuran / 2.5 h

4: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 60 °C

5: sodium methylate / methanol; dichloromethane

6: pyridine / 2 h / 0 °C

7: sodium iodide / butanone / 6 h / Reflux

With piperidine; 1H-imidazole; imidazole-1-sulfonyl azide hydrochloride; sodium methylate; copper(II) sulfate; triethylamine; sodium iodide; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; butanone;
DOI:10.1016/j.carres.2012.02.015