phenyl [[(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

Base Information

Chemical Name:phenyl [[(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside
CAS No.:264626-93-9
Molecular Formula:C₂₄H₃₃N₉O₆S
Molecular Weight:575.649
Hs Code.:

Synonyms:phenyl [[(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

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Chemical Property of phenyl [[(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

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Technology Process of phenyl [[(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

There total 10 articles about phenyl [[(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside 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: 95.0%

: 264626-92-8
phenyl [[(3-azido-2,3-dideoxy-4-trimethylsilyl-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

: 264626-93-9
phenyl [[(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran;
DOI:10.1021/ja992513f

Reference yield:

: 4-O-acetyl-3-azido-2,3,6-trideoxy-L-ribo-hexopyranose

: 264626-93-9
phenyl [[(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: pyridine; DMAP / 0.33 h / 20 °C

2: BF₃*Et₂O / CH₂Cl₂ / 0.33 h / 20 °C

3: K₂CO₃ / methanol / 2 h / 20 °C

4: pyridine / CH₂Cl₂ / 1 h

5: 18-crown-6 / dimethylformamide / 4 h

6: LiOH / methanol

7: Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

8: mCPBA / CH₂Cl₂ / -42 °C

9: 21 percent / 2,6-di-tert-butyl-4-methylpyridine; 4 Angstroem molecular sieves; triflic anhydride / toluene; CH₂Cl₂ / 0.25 h / -78 °C

10: 95 percent / pyridinium hydrofluoride / tetrahydrofuran

With pyridine; dmap; lithium hydroxide; 2,6-di-tert-butyl-4-methylpyridine; 18-crown-6 ether; trifluoromethylsulfonic anhydride; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium carbonate; pyridine hydrogenfluoride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Acetylation / 2: Substitution / 3: Hydrolysis / 4: sulphonation / 5: Esterification / 6: Hydrolysis / 7: silylation / 8: Oxidation / 9: Condensation / 10: desilylation;
DOI:10.1021/ja992513f

Reference yield:

: 179913-39-4
1,4-di-O-acetyl-3-azido-2,3,6-trideoxy-L-arabino-hexopyranose

: 264626-93-9
phenyl [[(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-(3-azido-2,3-dideoxy-α-L-fucopyranosyl)]-(1-4)-3-azido-2,3-dideoxy-1-thio-α-L-fucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: BF₃*Et₂O / CH₂Cl₂ / 0.33 h / 20 °C

2: K₂CO₃ / methanol / 2 h / 20 °C

3: pyridine / CH₂Cl₂ / 1 h

4: 18-crown-6 / dimethylformamide / 4 h

5: LiOH / methanol

6: Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

7: mCPBA / CH₂Cl₂ / -42 °C

8: 21 percent / 2,6-di-tert-butyl-4-methylpyridine; 4 Angstroem molecular sieves; triflic anhydride / toluene; CH₂Cl₂ / 0.25 h / -78 °C

9: 95 percent / pyridinium hydrofluoride / tetrahydrofuran

With pyridine; lithium hydroxide; 2,6-di-tert-butyl-4-methylpyridine; 18-crown-6 ether; trifluoromethylsulfonic anhydride; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium carbonate; pyridine hydrogenfluoride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Hydrolysis / 3: sulphonation / 4: Esterification / 5: Hydrolysis / 6: silylation / 7: Oxidation / 8: Condensation / 9: desilylation;
DOI:10.1021/ja992513f