2-(trimethylsilyl)ethyl 4-azido-2,3-di-O-benzyl-4,6-dideoxy-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 4-azido-2,3-di-O-benzyl-4,6-dideoxy-β-D-glucopyranoside
CAS No.:425623-87-6
Molecular Formula:C₂₅H₃₅N₃O₄Si
Molecular Weight:469.656
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 4-azido-2,3-di-O-benzyl-4,6-dideoxy-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 4-azido-2,3-di-O-benzyl-4,6-dideoxy-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 4-azido-2,3-di-O-benzyl-4,6-dideoxy-β-D-glucopyranoside

There total 8 articles about 2-(trimethylsilyl)ethyl 4-azido-2,3-di-O-benzyl-4,6-dideoxy-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: 80.0%

: 425623-86-5
2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-6-deoxy-4-O-(p-tolylsulfonyl)-β-D-galactopyranoside

: 425623-87-6
2-(trimethylsilyl)ethyl 4-azido-2,3-di-O-benzyl-4,6-dideoxy-β-D-glucopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 70 ℃; for 72h;
DOI:10.1016/S0008-6215(01)00323-8

Reference yield:

: 117252-95-6
2-(trimethylsilyl)ethyl β-D-galactopyranoside

: 425623-87-6
2-(trimethylsilyl)ethyl 4-azido-2,3-di-O-benzyl-4,6-dideoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 26.9 g / camphorsulfonic acid / acetonitrile / 5 h / pH 3

2.1: 60 percent sodium hydride / dimethylformamide / 0.25 h / 0 °C

2.2: 89 percent / dimethylformamide / 5 h

3.1: 93 percent / AcOH; water / 18 h / 50 °C

4.1: 84 percent / pyridine / 96 h / 20 °C

5.1: 83 percent / LiAlH₄ / tetrahydrofuran / 18 h / -10 °C / Heating

6.1: 78 percent / pyridine; DMAP / 18 h / 50 °C

7.1: 80 percent / NaN₃ / dimethylformamide / 72 h / 70 °C

With pyridine; dmap; lithium aluminium tetrahydride; sodium azide; camphor-10-sulfonic acid; water; sodium hydride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(01)00323-8

Reference yield:

: 103082-76-4
2'-trimethylsilylethanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

: 425623-87-6
2-(trimethylsilyl)ethyl 4-azido-2,3-di-O-benzyl-4,6-dideoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaOCH₃ / methanol / 18 h

2.1: 26.9 g / camphorsulfonic acid / acetonitrile / 5 h / pH 3

3.1: 60 percent sodium hydride / dimethylformamide / 0.25 h / 0 °C

3.2: 89 percent / dimethylformamide / 5 h

4.1: 93 percent / AcOH; water / 18 h / 50 °C

5.1: 84 percent / pyridine / 96 h / 20 °C

6.1: 83 percent / LiAlH₄ / tetrahydrofuran / 18 h / -10 °C / Heating

7.1: 78 percent / pyridine; DMAP / 18 h / 50 °C

8.1: 80 percent / NaN₃ / dimethylformamide / 72 h / 70 °C

With pyridine; dmap; lithium aluminium tetrahydride; sodium azide; camphor-10-sulfonic acid; water; sodium methylate; sodium hydride; acetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(01)00323-8