2-(trimethylsilyl)ethyl 4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside
CAS No.:904690-74-0
Molecular Formula:C₃₅H₄₇N₃O₁₂Si
Molecular Weight:729.857
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Suppliers and Price of 2-(trimethylsilyl)ethyl 4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 2-(trimethylsilyl)ethyl 4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 2-(trimethylsilyl)ethyl 4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

There total 11 articles about 2-(trimethylsilyl)ethyl 4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside 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:

: (2R,3R,4S,5R,6S)-5-Benzyloxy-6-methyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3,4-diol

: 904690-74-0
2-(trimethylsilyl)ethyl 4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 141 g / camphorsulfonic acid / CH₂Cl₂ / 2 h / 22 °C

2: 82 percent / N-iodosuccinimide; TMSOTf / CH₂Cl₂ / 5 h / 0 - 22 °C

3: AcOH; aq. HCl / 0.33 h / 22 °C

4: 13.5 g / 4-dimethylaminopyridine / pyridine / 1 h / 22 °C

5: 92 percent / thiourea; pyridine / dimethylformamide / 2 h / 22 °C

With pyridine; hydrogenchloride; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; acetic acid; thiourea; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2006.04.006

Reference yield:

: 904690-70-6
2-(trimethylsilyl)ethyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

: 904690-74-0
2-(trimethylsilyl)ethyl 4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: AcOH / H₂O / 2 h / 65 °C

2: 141 g / camphorsulfonic acid / CH₂Cl₂ / 2 h / 22 °C

3: 82 percent / N-iodosuccinimide; TMSOTf / CH₂Cl₂ / 5 h / 0 - 22 °C

4: AcOH; aq. HCl / 0.33 h / 22 °C

5: 13.5 g / 4-dimethylaminopyridine / pyridine / 1 h / 22 °C

6: 92 percent / thiourea; pyridine / dimethylformamide / 2 h / 22 °C

With pyridine; hydrogenchloride; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; acetic acid; thiourea; In pyridine; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2006.04.006

Reference yield:

: 904690-67-1
phenyl 2-azido-2-deoxy-4,6-O-diphenylmethylidene-1-thio-β-D-glucopyranoside

: 904690-74-0
2-(trimethylsilyl)ethyl 4,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / 2,4,6-tri-tert-butylpyrimidine / CH₂Cl₂ / 1 h / 0 °C

2: 82 percent / N-iodosuccinimide; TMSOTf / CH₂Cl₂ / 5 h / 0 - 22 °C

3: AcOH; aq. HCl / 0.33 h / 22 °C

4: 13.5 g / 4-dimethylaminopyridine / pyridine / 1 h / 22 °C

5: 92 percent / thiourea; pyridine / dimethylformamide / 2 h / 22 °C

With pyridine; hydrogenchloride; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; acetic acid; thiourea; 2,4,6-tri-tert-butylpyrimidine; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2006.04.006