(Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester

Base Information

Chemical Name:(Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester
CAS No.:960316-86-3
Molecular Formula:C₁₉H₂₆N₂O₇
Molecular Weight:394.425
Hs Code.:

Synonyms:(Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester

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Chemical Property of (Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester

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Technology Process of (Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester

There total 12 articles about (Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl 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: 100.0%

: (Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester

: 960316-86-3
(Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid;
DOI:10.1016/j.tetlet.2005.05.060

Reference yield: 90.0%

: 862368-94-3
2-amino-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-fluoro-propionic acid tert-butyl ester

: 128732-72-9
D-gluconothionolactam

: 960316-86-3
(Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester

: (Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester

Guidance literature:: With N-Bromosuccinimide; In N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.05.060

Reference yield:

: 146346-85-2
(S)-2-(((benzyloxy)carbonyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid

: 960316-86-3
(Z)-3-(4-Hydroxy-phenyl)-2-((3S,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-pyridin-2-ylamino)-acrylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 70 percent / BF₃*Et₂O / CH₂Cl₂

2.1: 100 percent / hydrogen / Pd / methanol

3.1: 95 percent / pyridine

4.1: NBS; AIBN / CCl₄ / Irradiation

4.2: 40 percent / AgNO₃; Ag₂CO₃; H₂O / acetone

5.1: 100 percent / DAST / CH₂Cl₂

6.1: 82 percent / PhSH; DIPEA / dimethylformamide

7.1: 90 percent / NBS / dimethylformamide

With pyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; hydrogen; thiophenol; N-ethyl-N,N-diisopropylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; palladium; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.05.060