3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyl chloride

Base Information

Chemical Name:3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyl chloride
CAS No.:84243-70-9
Molecular Formula:C₁₇H₂₀ClN₃O₈S
Molecular Weight:461.88
Hs Code.:

Synonyms:3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyl chloride

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Chemical Property of 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyl chloride

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Technology Process of 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyl chloride

There total 1 articles about 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyl chloride 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: 85.0%

: 1,3,6-tri-O-acetyl-2-azido-2-deoxy-4-O-(p-tolylsulfonyl)-D-galactopyranose

: 84243-70-9
3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyl chloride

Guidance literature:: With titanium tetrachloride; In dichloromethane; for 16h; Heating;
DOI:10.1016/0008-6215(82)84035-4

Reference yield:

: 84243-70-9
3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyl chloride

: 83022-03-1
ethyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-α-D-glucopyranosyloxy>cinnamate

Guidance literature:: Multi-step reaction with 9 steps

1: AgClO₄, Ag₂CO₃, molecular sieve / CH₂Cl₂ / 24 h / Ambient temperature

2: Na/EtOH / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 90 percent / H₂, quinoline / 5percent Pd-BaSO₄ / methanol / 20 h / 760 Torr / Ambient temperature

4: 87 percent / Et₃N / dioxane; H₂O / 16 h

5: pyridine

6: 60 percent / NaN₃ / hexamethylphosphoric acid triamide / 15 h / 80 °C

7: 95 percent / Na/EtOH / CH₂Cl₂ / 0.5 h / Ambient temperature

8: 96 percent / pyridine

9: 74 percent / NaI, NaBH₃CN / hexamethylphosphoric acid triamide / 16 h / 70 - 75 °C

With quinoline; sodium azide; molecular sieve; ethanol; hydrogen; silver perchlorate; sodium; sodium cyanoborohydride; triethylamine; silver carbonate; sodium iodide; palladium on barium sulfate; In 1,4-dioxane; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;
DOI:10.1016/0008-6215(82)84035-4

Reference yield:

: 84243-70-9
3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyl chloride

: 83022-01-9
ethyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranosyloxy>cinnamate

Guidance literature:: Multi-step reaction with 7 steps

1: AgClO₄, Ag₂CO₃, molecular sieve / CH₂Cl₂ / 24 h / Ambient temperature

2: Na/EtOH / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 90 percent / H₂, quinoline / 5percent Pd-BaSO₄ / methanol / 20 h / 760 Torr / Ambient temperature

4: 87 percent / Et₃N / dioxane; H₂O / 16 h

5: pyridine

6: 60 percent / NaN₃ / hexamethylphosphoric acid triamide / 15 h / 80 °C

7: 95 percent / Na/EtOH / CH₂Cl₂ / 0.5 h / Ambient temperature

With quinoline; sodium azide; molecular sieve; ethanol; hydrogen; silver perchlorate; sodium; triethylamine; silver carbonate; palladium on barium sulfate; In 1,4-dioxane; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;
DOI:10.1016/0008-6215(82)84035-4