(1'S,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole

Base Information

Chemical Name:(1'S,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole
CAS No.:849592-57-0
Molecular Formula:C₂₁H₁₆BrN₅O₄
Molecular Weight:482.293
Hs Code.:

Synonyms:(1'S,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1'S,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole

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Technology Process of (1'S,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole

There total 3 articles about (1'S,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole 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: 56.0%

: (5''R)-1-acetyl-6-bromo-2-methoxy-3-(2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethylidene)indoline

: 849592-57-0
(1'S,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole

: 849592-56-9
(1'R,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole

Guidance literature:: With methanesulfonic acid; trimethylsilylazide; 4 A molecular sieve; In dichloromethane; at 0 ℃; for 20h;
DOI:10.1016/j.tet.2005.01.058

Reference yield: 52.0%

: 849592-43-4
(5''R)-(Z)-1-acetyl-6-bromo-2-methoxy-3-(2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethylidene)indoline

: 849592-57-0
(1'S,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole

: 849592-56-9
(1'R,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole

Guidance literature:: With methanesulfonic acid; trimethylsilylazide; 4 A molecular sieve; In dichloromethane; at 0 ℃; for 20h;
DOI:10.1016/j.tet.2005.01.058

Reference yield:

: 244169-13-9
1-acetyl-6-bromo-2-methoxy-1,2-dihydro-3H-indol-3-one

: 849592-57-0
(1'S,5''R)-1-acetyl-3-{1'-azido-2'-oxo-2'-(2''-oxo-5''-phenyl-3'',1''-oxazolidinyl)ethyl}-6-bromoindole

Guidance literature:: Multi-step reaction with 2 steps

1: 32 percent / benzene / 6 h / Heating

2: 38 percent / methanesulfonic acid; molecular sieves 4 Angstroem; TMSN₃ / CH₂Cl₂ / 20 h / 0 °C

With methanesulfonic acid; trimethylsilylazide; 4 A molecular sieve; In dichloromethane; benzene; 1: Wittig olefination;
DOI:10.1016/j.tet.2005.01.058