tert-butyldimethylsilyl 3-O-acetyl-2-azido-6-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldimethylsilyl 3-O-acetyl-2-azido-6-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside
CAS No.:444119-02-2
Molecular Formula:C₂₇H₄₇N₃O₆Si₂
Molecular Weight:565.858
Hs Code.:

Synonyms:tert-butyldimethylsilyl 3-O-acetyl-2-azido-6-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-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-butyldimethylsilyl 3-O-acetyl-2-azido-6-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

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Technology Process of tert-butyldimethylsilyl 3-O-acetyl-2-azido-6-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

There total 9 articles about tert-butyldimethylsilyl 3-O-acetyl-2-azido-6-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-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: 98.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 385422-22-0
3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-1-O-tert-butyldimethylsilyl-β-D-glucopyranoside

: 444119-02-2
tert-butyldimethylsilyl 3-O-acetyl-2-azido-6-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1002/chem.200390009

Reference yield: 98.0%

: 108-48-5
2,6-dimethylpyridine

: 69739-34-0
t-butyldimethylsiyl triflate

: 385422-22-0
3-O-acetyl-2-azido-6-O-benzyl-2-deoxy-1-O-tert-butyldimethylsilyl-β-D-glucopyranoside

: 444119-02-2
tert-butyldimethylsilyl 3-O-acetyl-2-azido-6-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: In dichloromethane;

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 444119-02-2
tert-butyldimethylsilyl 3-O-acetyl-2-azido-6-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 29.0 g / p-TsOH*H₂O / acetonitrile / 20 °C

2: 95 percent / DMAP; pyridine / CH₂Cl₂

3: 91 percent / triethylsilane; TFA / CH₂Cl₂ / 3 h / 20 °C

4: 98 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; 2,6-dimethylpyridine; triethylsilane; dmap; toluene-4-sulfonic acid; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1002/chem.200390009