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

Base Information

Chemical Name:6-O-acetyl-2-azido-3-O-benzyl-4-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside
CAS No.:444118-29-0
Molecular Formula:C₂₁H₃₃N₃O₆Si
Molecular Weight:451.595
Hs Code.:

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

Suppliers and Price of 6-O-acetyl-2-azido-3-O-benzyl-4-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 6-O-acetyl-2-azido-3-O-benzyl-4-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 7 articles about 6-O-acetyl-2-azido-3-O-benzyl-4-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: 96.0%

: 120312-08-5
2-azido-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-2-deoxy-β-D-glucopyranose

: 75-36-5
acetyl chloride

: 444118-29-0
6-O-acetyl-2-azido-3-O-benzyl-4-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; at -40 ℃;
DOI:10.1002/chem.200390009

Reference yield:

: 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranose

: 444118-29-0
6-O-acetyl-2-azido-3-O-benzyl-4-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 29.8 g / imidazole / CH₂Cl₂ / 2 h

2: NaOMe; MeOH / 0.25 h

3: 29.0 g / p-TsOH*H₂O / acetonitrile / 20 °C

4: 95 percent / molecular sieves 4 Angstroem; Ag₂O / CH₂Cl₂ / 8 h

5: 92 percent / aq. TFA / CH₂Cl₂ / 8.5 h / 20 °C

6: 96 percent / 2,4,6-collidine / -40 °C

With 1H-imidazole; 2,4,6-trimethyl-pyridine; methanol; 4 A molecular sieve; sodium methylate; toluene-4-sulfonic acid; trifluoroacetic acid; silver(l) oxide; In dichloromethane; acetonitrile;
DOI:10.1002/chem.200390009

Reference yield:

: 99049-67-9
tert-Butyldimethylsilyl-2-azido-2-desoxy-β-D-glucopyranosid

: 444118-29-0
6-O-acetyl-2-azido-3-O-benzyl-4-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 / molecular sieves 4 Angstroem; Ag₂O / CH₂Cl₂ / 8 h

3: 92 percent / aq. TFA / CH₂Cl₂ / 8.5 h / 20 °C

4: 96 percent / 2,4,6-collidine / -40 °C

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; toluene-4-sulfonic acid; trifluoroacetic acid; silver(l) oxide; In dichloromethane; acetonitrile;
DOI:10.1002/chem.200390009