ethyl p-<3,6-di-O-acetyl-4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranosyloxy>cinnamate

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Chemical Name:ethyl p-<3,6-di-O-acetyl-4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranosyloxy>cinnamate
CAS No.:84243-90-3
Molecular Formula:C₂₆H₃₄N₄O₁₀
Molecular Weight:562.577
Hs Code.:

Synonyms:ethyl p-<3,6-di-O-acetyl-4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranosyloxy>cinnamate

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Chemical Property of ethyl p-<3,6-di-O-acetyl-4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranosyloxy>cinnamate

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Technology Process of ethyl p-<3,6-di-O-acetyl-4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranosyloxy>cinnamate

There total 9 articles about ethyl p-<3,6-di-O-acetyl-4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranosyloxy>cinnamate 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: 60.0%

: 84243-89-0
ethyl p-<3,6-di-O-acetyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyloxy>cinnamate

: 84243-90-3
ethyl p-<3,6-di-O-acetyl-4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranosyloxy>cinnamate

Guidance literature:: With sodium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 80 ℃; for 15h;
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

: 84243-90-3
ethyl p-<3,6-di-O-acetyl-4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranosyloxy>cinnamate

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

: 84243-90-3
ethyl p-<3,6-di-O-acetyl-4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranosyloxy>cinnamate

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / TiCl₄ / CH₂Cl₂ / 16 h / Heating

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

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

4: 90 percent / H₂, quinoline / 5percent Pd-BaSO₄ / methanol / 20 h / 760 Torr / Ambient temperature

5: 87 percent / Et₃N / dioxane; H₂O / 16 h

6: pyridine

7: 60 percent / NaN₃ / hexamethylphosphoric acid triamide / 15 h / 80 °C

With quinoline; sodium azide; molecular sieve; ethanol; hydrogen; silver perchlorate; sodium; titanium tetrachloride; 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