(3(2R, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Base Information

Chemical Name:(3(2R, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone
CAS No.:156721-23-2
Molecular Formula:C₃₀H₂₉N₅O₅S
Molecular Weight:571.657
Hs Code.:

Synonyms:(3(2R, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

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Chemical Property of (3(2R, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

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Technology Process of (3(2R, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

There total 9 articles about (3(2R, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone 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: 59.0%

: 156721-20-9
(3(3R), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

: 156721-23-2
(3(2R, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Guidance literature:: With triisopropylsulfonyl azide; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.583333h;
DOI:10.1016/S0040-4020(01)86957-X

Reference yield:

: 156721-17-4
(2-mesitylenesulfonyl)indole-3-acrylic acid

: 156721-23-2
(3(2R, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran / -78 deg C - 0 deg C, 1 h

2: 1.6M nBuLi in hexane / tetrahydrofuran / -78 - 21 °C

3: 71 percent / CuBr-Me₂S, methyl sulfide / tetrahydrofuran; diethyl ether / 0 deg C, 2 h, then RT, 0.5 h

4: 59 percent / potassium bis(trimethylsilyl)amide, triisopropylsulfonyl azide / tetrahydrofuran; toluene / 0.58 h / -78 °C

With n-butyllithium; dimethylsulfide; triisopropylsulfonyl azide; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1016/S0040-4020(01)86957-X

Reference yield:

: 156721-18-5
(3(2E), 4R)-3-<3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxopropenyl>-4-phenyl-2-oxazolidinone

: 156721-23-2
(3(2R, 3S), 4R)-3-<2-azido-3-(N-(2-mesitylenesulfonyl)-3-indolyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / CuBr-Me₂S, methyl sulfide / tetrahydrofuran; diethyl ether / 0 deg C, 2 h, then RT, 0.5 h

2: 59 percent / potassium bis(trimethylsilyl)amide, triisopropylsulfonyl azide / tetrahydrofuran; toluene / 0.58 h / -78 °C

With dimethylsulfide; triisopropylsulfonyl azide; potassium hexamethylsilazane; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1016/S0040-4020(01)86957-X