(2R,3S)-(+)-N-methoxy-N,2-dimethyl-3-(4-methylphenylsulfonamido)pentanamide

Base Information

Chemical Name:(2R,3S)-(+)-N-methoxy-N,2-dimethyl-3-(4-methylphenylsulfonamido)pentanamide
CAS No.:943241-47-2
Molecular Formula:C₁₅H₂₄N₂O₄S
Molecular Weight:328.433
Hs Code.:

Synonyms:(2R,3S)-(+)-N-methoxy-N,2-dimethyl-3-(4-methylphenylsulfonamido)pentanamide

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Chemical Property of (2R,3S)-(+)-N-methoxy-N,2-dimethyl-3-(4-methylphenylsulfonamido)pentanamide

Chemical Property:

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Technology Process of (2R,3S)-(+)-N-methoxy-N,2-dimethyl-3-(4-methylphenylsulfonamido)pentanamide

There total 3 articles about (2R,3S)-(+)-N-methoxy-N,2-dimethyl-3-(4-methylphenylsulfonamido)pentanamide 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: 76.0%

: 943241-45-0
(2R,3S)-(-)-3-amino-N-methoxy-N,2-dimethylpentanamide

: 98-59-9
p-toluenesulfonyl chloride

: 943241-47-2
(2R,3S)-(+)-N-methoxy-N,2-dimethyl-3-(4-methylphenylsulfonamido)pentanamide

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1021/ol0708166

Reference yield:

: 943241-42-7
(S_S,2R,3S)-(+)-N-methoxy-N,2-dimethyl-3-(2,4,6-triisopropylphenylsulfinylamino)pentanamide

: 943241-47-2
(2R,3S)-(+)-N-methoxy-N,2-dimethyl-3-(4-methylphenylsulfonamido)pentanamide

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / HCl / methanol; diethyl ether / 0.5 h / 0 °C

2: 76 percent / Et₃N; DMAP / CH₂Cl₂ / 0 °C

With hydrogenchloride; dmap; triethylamine; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/ol0708166

Reference yield:

N-methyl-N-methoxypropionamide: 104863-65-2
N-methyl-N-methoxypropionamide

: 943241-47-2
(2R,3S)-(+)-N-methoxy-N,2-dimethyl-3-(4-methylphenylsulfonamido)pentanamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiHMDS / tetrahydrofuran / 2 h / -78 °C

1.2: 80 percent / tetrahydrofuran / -78 °C

2.1: 99 percent / HCl / methanol; diethyl ether / 0.5 h / 0 °C

3.1: 76 percent / Et₃N; DMAP / CH₂Cl₂ / 0 °C

With hydrogenchloride; dmap; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/ol0708166