allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-{2-[(2-hydroxyethyl)methylamino]acetylamino}-2-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylsulfanylmethyl]-3-methoxybenzoate

Base Information

• Chemical Name: allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-{2-[(2-hydroxyethyl)methylamino]acetylamino}-2-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylsulfanylmethyl]-3-methoxybenzoate
• CAS No.: 1313728-84-5
• Molecular Formula: C₃₀H₄₇BrN₄O₇SSi
• Molecular Weight: 715.781
• Mol file: 1313728-84-5.mol

Synonyms:allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-{2-[(2-hydroxyethyl)methylamino]acetylamino}-2-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylsulfanylmethyl]-3-methoxybenzoate

Chemical Property of allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-{2-[(2-hydroxyethyl)methylamino]acetylamino}-2-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylsulfanylmethyl]-3-methoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-{2-[(2-hydroxyethyl)methylamino]acetylamino}-2-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylsulfanylmethyl]-3-methoxybenzoate

There total 9 articles about allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-{2-[(2-hydroxyethyl)methylamino]acetylamino}-2-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylsulfanylmethyl]-3-methoxybenzoate 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: 80.0%

4-methyl-2-morpholinone (18424-96-9) + allyl 2-[(R)-2-amino-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-6-bromo-3-[dimethyl(thexyl)silyloxy]-5-methoxybenzoate (1275617-08-7) → allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-{2-[(2-hydroxyethyl)methylamino]acetylamino}-2-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylsulfanylmethyl]-3-methoxybenzoate (1313728-84-5)

Guidance literature:

With 1-Hydroxy-2-pyridon; In toluene; at 80 ℃; for 4h;

DOI:10.1021/jm1014023

Reference yield:

C30H46BrN3O7SSi → allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-{2-[(2-hydroxyethyl)methylamino]acetylamino}-2-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylsulfanylmethyl]-3-methoxybenzoate (1313728-84-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 1-Hydroxy-2-pyridon / toluene / 4 h / 80 °C

With 1-Hydroxy-2-pyridon; trifluoroacetic acid; In toluene;

DOI:10.1021/jm1014023

Reference yield:

(RS)-3,4-dihydroxy-6-methoxy-3H-isobenzofuran-1-one (1275616-78-8) → allyl 2-bromo-5-[dimethyl(thexyl)silyloxy]-6-[(R)-2-{2-[(2-hydroxyethyl)methylamino]acetylamino}-2-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylsulfanylmethyl]-3-methoxybenzoate (1313728-84-5)

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-Hydroxy-2-pyridon / toluene / 4 h / 80 °C

With 1-Hydroxy-2-pyridon; chloro-trimethyl-silane; bromine; triethylamine; trifluoroacetic acid; sodium iodide; N,N,N',N'-tetramethylguanidine; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/jm1014023

upstream raw materials:

4-methyl-2-morpholinone

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

(RS)-3,4-dihydroxy-6-methoxy-3H-isobenzofuran-1-one

(RS)-7-bromo-3,4-dihydroxy-6-methoxy-3H-isobenzofuran-1-one