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

Base Information

Chemical Name:phenyl 2-azido-2-deoxy-4,6-O-diphenylmethylidene-1-thio-β-D-glucopyranoside
CAS No.:904690-67-1
Molecular Formula:C₂₅H₂₃N₃O₄S
Molecular Weight:461.541
Hs Code.:

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

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Technology Process of phenyl 2-azido-2-deoxy-4,6-O-diphenylmethylidene-1-thio-β-D-glucopyranoside

There total 1 articles about phenyl 2-azido-2-deoxy-4,6-O-diphenylmethylidene-1-thio-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%

: 2235-01-0
dimethoxydiphenylmethane

: 166516-67-2
phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside

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

Guidance literature:: With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; at 22 - 50 ℃; for 8h; under 20 Torr;
DOI:10.1016/j.carres.2006.04.006

Reference yield: 96.0%

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

: 4015-58-1
monochloroacetic acid anhydride

: 904690-68-2
phenyl 2-azido-3-O-chloroacetyl-2-deoxy-4,6-O-diphenylmethylidene-1-thio-β-D-glucopyranoside

Guidance literature:: With 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at 0 ℃; for 1h;
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

: 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α/β-L-rhamnopyranose

Guidance literature:: Multi-step reaction with 9 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

6: 95 percent / 4-dimethylaminopyridine / pyridine / 1 h / 22 °C

7: hydrogen; Et₃N / Pd/C / ethanol / 12 h / 22 °C / 10343 Torr

8: 2.70 g / 4-dimethylaminopyridine / 2 h / 22 °C

9: 92 percent / trifluoroacetic acid / CH₂Cl₂ / 4 h / 22 °C

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