1H-1,2,3-Triazole-4-carboxaldehyde, 1-[[(5R)-3-[4-(3,6-dihydro-1,1-dioxido-2H-thiopyran-4-yl)-3-fluorophenyl] -2-oxo-5-oxazolidinyl]methyl]-

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Chemical Name:1H-1,2,3-Triazole-4-carboxaldehyde, 1-[[(5R)-3-[4-(3,6-dihydro-1,1-dioxido-2H-thiopyran-4-yl)-3-fluorophenyl] -2-oxo-5-oxazolidinyl]methyl]-
CAS No.:591253-50-8
Molecular Formula:C18H17FN4O5S
Molecular Weight:420.421
Hs Code.:

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Chemical Property of 1H-1,2,3-Triazole-4-carboxaldehyde, 1-[[(5R)-3-[4-(3,6-dihydro-1,1-dioxido-2H-thiopyran-4-yl)-3-fluorophenyl] -2-oxo-5-oxazolidinyl]methyl]-

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Technology Process of 1H-1,2,3-Triazole-4-carboxaldehyde, 1-[[(5R)-3-[4-(3,6-dihydro-1,1-dioxido-2H-thiopyran-4-yl)-3-fluorophenyl] -2-oxo-5-oxazolidinyl]methyl]-

There total 4 articles about 1H-1,2,3-Triazole-4-carboxaldehyde, 1-[[(5R)-3-[4-(3,6-dihydro-1,1-dioxido-2H-thiopyran-4-yl)-3-fluorophenyl] -2-oxo-5-oxazolidinyl]methyl]- 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: 84.0%

: 79-37-8
oxalyl dichloride

: 591253-26-8
(5R)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[(4-(hydroxymethyl)-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one

: 591253-50-8
(5R)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[4-carboxaldehyde-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one

Guidance literature:: oxalyl dichloride; With dimethyl sulfoxide; In dichloromethane; at -50 ℃; for 0.166667h;

(5R)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[(4-(hydroxymethyl)-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one; In 1-methyl-pyrrolidin-2-one; dichloromethane; at -50 ℃; for 1h;

With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; dichloromethane; at -50 - -20 ℃;

Reference yield: 84.0%

: 591253-26-8
(5R)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[(4-(hydroxymethyl)-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one

: 591253-50-8
(5R)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[4-carboxaldehyde-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; dichloromethane; at -50 - -20 ℃; for 1h;
DOI:10.1021/jm0400810

Reference yield:

: 371195-52-7
(5R)-3-[4-(3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-azidomethyloxazolidin-2-one

: 591253-50-8
(5R)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[4-carboxaldehyde-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / 0 - 20 °C

2: 50 percent / N-methylpyrrolidone / 4 h / 90 °C

3: 84 percent / oxalyl chloride; DMSO; N,N-diisopropylethylamine / CH₂Cl₂; 1-methyl-pyrrolidin-2-one / 1 h / -50 - -20 °C

With 1-methyl-pyrrolidin-2-one; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In 1-methyl-pyrrolidin-2-one; dichloromethane; 3: Swern oxidation;
DOI:10.1021/jm0400810