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

Base Information

Chemical Name:ethyl p-<3,6-di-O-acetyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyloxy>cinnamate
CAS No.:84243-89-0
Molecular Formula:C₃₃H₄₁NO₁₃S
Molecular Weight:691.753
Hs Code.:

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

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

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

There total 8 articles about ethyl p-<3,6-di-O-acetyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyloxy>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:

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

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

Guidance literature:: Multi-step reaction with 5 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

With quinoline; molecular sieve; ethanol; hydrogen; silver perchlorate; sodium; triethylamine; silver carbonate; palladium on barium sulfate; In 1,4-dioxane; pyridine; methanol; 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

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 2979-06-8,7361-92-4,7362-39-2
ethyl (E)-4-hydroxycinnamate

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

Guidance literature:: Multi-step reaction with 5 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

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