(E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester

Base Information

Chemical Name:(E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester
CAS No.:83030-00-6
Molecular Formula:C₂₂H₃₁NO₉
Molecular Weight:453.489
Hs Code.:

Synonyms:(E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester

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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 (E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester

There total 7 articles about (E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester 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:

: 67817-41-8
3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride

: 83030-00-6
(E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

2: 92 percent / Na/EtOH / CH₂Cl₂ / 0.5 h / Ambient temperature

3: H₂, quinoline / 5percent Pd-BaSO₄ / methanol / 24 h / 760 Torr / Ambient temperature

4: Et₃N / dioxane; H₂O / 16 h

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

: 83030-00-6
(E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

2: 92 percent / Na/EtOH / CH₂Cl₂ / 0.5 h / Ambient temperature

3: H₂, quinoline / 5percent Pd-BaSO₄ / methanol / 24 h / 760 Torr / Ambient temperature

4: Et₃N / dioxane; H₂O / 16 h

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

Reference yield:

: 83021-95-8
ethyl p-hydroxycinnamate trimethylsilyl ether

: 83030-00-6
(E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

2: 92 percent / Na/EtOH / CH₂Cl₂ / 0.5 h / Ambient temperature

3: H₂, quinoline / 5percent Pd-BaSO₄ / methanol / 24 h / 760 Torr / Ambient temperature

4: Et₃N / dioxane; H₂O / 16 h

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