3-(3,4-dihydroxy-phenyl)-(R)-2-[3-trans-(3,4-dihydroxy-phenyl)-thioacryloylamino]-propionic acid methyl ester tetra(t-butyl dimethylsilyl)ether

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Chemical Name:3-(3,4-dihydroxy-phenyl)-(R)-2-[3-trans-(3,4-dihydroxy-phenyl)-thioacryloylamino]-propionic acid methyl ester tetra(t-butyl dimethylsilyl)ether
CAS No.:618460-97-2
Molecular Formula:C₄₃H₇₅NO₆SSi₄
Molecular Weight:846.48
Hs Code.:

3-(3,4-dihydroxy-phenyl)-(R)-2-[3-trans-(3,4-dihydroxy-phenyl)-thioacryloylamino]-propionic acid methyl ester tetra(t-butyl dimethylsilyl)ether

Synonyms:3-(3,4-dihydroxy-phenyl)-(R)-2-[3-trans-(3,4-dihydroxy-phenyl)-thioacryloylamino]-propionic acid methyl ester tetra(t-butyl dimethylsilyl)ether

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Chemical Property of 3-(3,4-dihydroxy-phenyl)-(R)-2-[3-trans-(3,4-dihydroxy-phenyl)-thioacryloylamino]-propionic acid methyl ester tetra(t-butyl dimethylsilyl)ether

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Technology Process of 3-(3,4-dihydroxy-phenyl)-(R)-2-[3-trans-(3,4-dihydroxy-phenyl)-thioacryloylamino]-propionic acid methyl ester tetra(t-butyl dimethylsilyl)ether

There total 4 articles about 3-(3,4-dihydroxy-phenyl)-(R)-2-[3-trans-(3,4-dihydroxy-phenyl)-thioacryloylamino]-propionic acid methyl ester tetra(t-butyl dimethylsilyl)ether 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: 77.0%

: 618460-96-1
N-(3',4'-dihydroxy-trans-cinamoyl)-3-(3,4-dihydroxylphenyl)-D-alanine methyl ester tetra (t-butyldimethylsilyl)ether

: 618460-97-2
3-(3,4-dihydroxy-phenyl)-(R)-2-[3-trans-(3,4-dihydroxy-phenyl)-thioacryloylamino]-propionic acid methyl ester tetra(t-butyl dimethylsilyl)ether

Guidance literature:: With Lawessons reagent; In tetrahydrofuran; at 70 ℃; for 17h; Heating / reflux; Calcium sulfate column;

Reference yield:

: 5796-17-8,90638-38-3
D-Dopa

: 618460-97-2
3-(3,4-dihydroxy-phenyl)-(R)-2-[3-trans-(3,4-dihydroxy-phenyl)-thioacryloylamino]-propionic acid methyl ester tetra(t-butyl dimethylsilyl)ether

Guidance literature:: Multi-step reaction with 5 steps

1: SOCl₂ / 0 °C

2: 87 percent / PyBOP; TEA / CH₂Cl₂

3: BBr₃ / CH₂Cl₂

4: TEA / CH₂Cl₂

5: Lawesson reagent / tetrahydrofuran / Heating

With Lawessons reagent; thionyl chloride; TEA; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; boron tribromide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0960-894X(03)00735-2

Reference yield:

: 71855-43-1
(R)-(3,4-dihydroxyphenyl)alanine methyl ester

: 618460-97-2
3-(3,4-dihydroxy-phenyl)-(R)-2-[3-trans-(3,4-dihydroxy-phenyl)-thioacryloylamino]-propionic acid methyl ester tetra(t-butyl dimethylsilyl)ether

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / PyBOP; TEA / CH₂Cl₂

2: BBr₃ / CH₂Cl₂

3: TEA / CH₂Cl₂

4: Lawesson reagent / tetrahydrofuran / Heating

With Lawessons reagent; TEA; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; boron tribromide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0960-894X(03)00735-2