benzyl 4-O-allyl-2-deoxy-2-azido-3-O-triisopropylsilyl-β-xylopyranoside

Base Information

Chemical Name:benzyl 4-O-allyl-2-deoxy-2-azido-3-O-triisopropylsilyl-β-xylopyranoside
CAS No.:1416351-50-2
Molecular Formula:C₂₄H₃₉N₃O₄Si
Molecular Weight:461.677
Hs Code.:

Synonyms:benzyl 4-O-allyl-2-deoxy-2-azido-3-O-triisopropylsilyl-β-xylopyranoside

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Chemical Property of benzyl 4-O-allyl-2-deoxy-2-azido-3-O-triisopropylsilyl-β-xylopyranoside

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Technology Process of benzyl 4-O-allyl-2-deoxy-2-azido-3-O-triisopropylsilyl-β-xylopyranoside

There total 8 articles about benzyl 4-O-allyl-2-deoxy-2-azido-3-O-triisopropylsilyl-β-xylopyranoside 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:

: 1416351-51-3
C₂₅H₃₉F₃O₇SSi

: 1416351-50-2
benzyl 4-O-allyl-2-deoxy-2-azido-3-O-triisopropylsilyl-β-xylopyranoside

Guidance literature:: With sodium azide; In dimethyl sulfoxide; at 20 ℃; for 14h;
DOI:10.1021/ol303093z

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-lyxose

: 1416351-50-2
benzyl 4-O-allyl-2-deoxy-2-azido-3-O-triisopropylsilyl-β-xylopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2.1: trimethylsilyl iodide / dichloromethane / Inert atmosphere

2.2: Inert atmosphere

3.1: pyridine / 0 - 20 °C / Inert atmosphere

4.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

4.2: 19 h / 20 °C / Inert atmosphere; Darkness

5.1: sodium methylate / methanol / 0 - 20 °C / Inert atmosphere

6.1: 2,6-dimethylpyridine / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

7.1: pyridine / cyclohexane / 2 h / -10 °C / Inert atmosphere

8.1: sodium azide / dimethyl sulfoxide / 14 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium azide; trimethylsilyl iodide; sodium methylate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ol303093z

Reference yield:

: 14251-20-8,18622-98-5,18623-23-9,18623-24-0,18623-27-3,18771-81-8,20585-61-9,32166-72-6,32166-73-7,55555-45-8,56271-64-8,56271-65-9,56271-66-0,56271-67-1,56271-70-6,94942-10-6
1,2,3,4-tetra-O-trimethylsilyl-D-lyxopyranose

: 1416351-50-2
benzyl 4-O-allyl-2-deoxy-2-azido-3-O-triisopropylsilyl-β-xylopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: trimethylsilyl iodide / dichloromethane / Inert atmosphere

1.2: Inert atmosphere

2.1: pyridine / 0 - 20 °C / Inert atmosphere

3.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 19 h / 20 °C / Inert atmosphere; Darkness

4.1: sodium methylate / methanol / 0 - 20 °C / Inert atmosphere

5.1: 2,6-dimethylpyridine / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

6.1: pyridine / cyclohexane / 2 h / -10 °C / Inert atmosphere

7.1: sodium azide / dimethyl sulfoxide / 14 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium azide; trimethylsilyl iodide; sodium methylate; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; dimethyl sulfoxide;
DOI:10.1021/ol303093z