allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-[2-((S)-2-hydroxypropionylamino)acetylamino]-3-methoxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]benzoate

Base Information

Chemical Name:allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-[2-((S)-2-hydroxypropionylamino)acetylamino]-3-methoxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]benzoate
CAS No.:1275617-52-1
Molecular Formula:C₃₀H₄₅BrN₄O₈SSi
Molecular Weight:729.765
Hs Code.:

allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-[2-((S)-2-hydroxypropionylamino)acetylamino]-3-methoxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]benzoate

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Chemical Property of allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-[2-((S)-2-hydroxypropionylamino)acetylamino]-3-methoxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]benzoate

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Technology Process of allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-[2-((S)-2-hydroxypropionylamino)acetylamino]-3-methoxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]benzoate

There total 9 articles about allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-[2-((S)-2-hydroxypropionylamino)acetylamino]-3-methoxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]benzoate 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:

: 183388-43-4
((S)-2-hydroxypropionylamino)acetic acid

: 1275617-08-7
allyl 2-[(R)-2-amino-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-6-bromo-3-[dimethyl(thexyl)silyloxy]-5-methoxybenzoate

: 1275617-52-1
allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-[2-((S)-2-hydroxypropionylamino)acetylamino]-3-methoxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]benzoate

Guidance literature:: With 1,2-dichloro-ethane; In acetonitrile; at 0 ℃; for 5h; Inert atmosphere;
DOI:10.1021/jm1014023

Reference yield:

: C₃₀H₄₆BrN₃O₇SSi

: 1275617-52-1
allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-[2-((S)-2-hydroxypropionylamino)acetylamino]-3-methoxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / 0.5 h / 0 °C / Inert atmosphere

2: 1,2-dichloro-ethane / acetonitrile / 5 h / 0 °C / Inert atmosphere

With 1,2-dichloro-ethane; trifluoroacetic acid; In acetonitrile;
DOI:10.1021/jm1014023

Reference yield:

: 1275616-78-8
(RS)-3,4-dihydroxy-6-methoxy-3H-isobenzofuran-1-one

: 1275617-52-1
allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-[2-((S)-2-hydroxypropionylamino)acetylamino]-3-methoxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]benzoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: bromine / dichloromethane / 2.18 h / 0 - 20 °C / Inert atmosphere

2.1: N,N,N',N'-tetramethylguanidine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

2.2: 18 h / 20 °C / Inert atmosphere

3.1: triethylamine / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

4.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 0.08 h / 20 °C / Inert atmosphere

4.2: 2.08 h / 0 - 20 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

6.1: trifluoroacetic acid / 0.5 h / 0 °C / Inert atmosphere

7.1: 1,2-dichloro-ethane / acetonitrile / 5 h / 0 °C / Inert atmosphere

With chloro-trimethyl-silane; bromine; 1,2-dichloro-ethane; triethylamine; trifluoroacetic acid; sodium iodide; N,N,N',N'-tetramethylguanidine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm1014023