N-((1S,2S)-1-Hydroxymethyl-2-methyl-butyl)-4-methoxy-2,3,6-trimethyl-benzenesulfonamide

Base Information

Chemical Name:N-((1S,2S)-1-Hydroxymethyl-2-methyl-butyl)-4-methoxy-2,3,6-trimethyl-benzenesulfonamide
CAS No.:220306-87-6
Molecular Formula:C₁₆H₂₇NO₄S
Molecular Weight:329.461
Hs Code.:

Synonyms:N-((1S,2S)-1-Hydroxymethyl-2-methyl-butyl)-4-methoxy-2,3,6-trimethyl-benzenesulfonamide

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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 N-((1S,2S)-1-Hydroxymethyl-2-methyl-butyl)-4-methoxy-2,3,6-trimethyl-benzenesulfonamide

Chemical Property:

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Technology Process of N-((1S,2S)-1-Hydroxymethyl-2-methyl-butyl)-4-methoxy-2,3,6-trimethyl-benzenesulfonamide

There total 1 articles about N-((1S,2S)-1-Hydroxymethyl-2-methyl-butyl)-4-methoxy-2,3,6-trimethyl-benzenesulfonamide 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%

: 24629-25-2
(S)-isoleucinol

: 80745-07-9
4-methoxy-2,3,6-trimethylbenzenesulfonyl chloride

: 220306-87-6
N-((1S,2S)-1-Hydroxymethyl-2-methyl-butyl)-4-methoxy-2,3,6-trimethyl-benzenesulfonamide

Guidance literature:: With triethylamine; In chloroform; N,N-dimethyl-formamide; at 0 ℃; for 6h;
DOI:10.1039/a806882h

Reference yield:

: 220306-87-6
N-((1S,2S)-1-Hydroxymethyl-2-methyl-butyl)-4-methoxy-2,3,6-trimethyl-benzenesulfonamide

: (2S,3S)-3-((S)-sec-Butyl)-1-(4-methoxy-2,3,6-trimethyl-benzenesulfonyl)-aziridine-2-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) (COCl)2, DMSO, 2.) (i-Pr)2NEt / 1.) CHCl₃, hexane, -78 deg C, 30 min, 2.) -78 to 0 deg C, 30 min

2: CHCl₃ / 1 h / 0 - 20 °C

3: 88 percent / DIBAL / toluene; CHCl₃ / 1 h / -78 °C

4: 90 percent / Et₃N / tetrahydrofuran / 0.5 h / 0 °C

5: NaH / dimethylformamide / 0.5 h / 0 °C

6: 1.) O₃, 2.) Zn / 1.) CHCl₃, hexane, -78 deg C, 40 min, 2.) -78 to 0 deg C, 1 h

With oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; ozone; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1039/a806882h

Reference yield:

: 220306-87-6
N-((1S,2S)-1-Hydroxymethyl-2-methyl-butyl)-4-methoxy-2,3,6-trimethyl-benzenesulfonamide

: 220307-15-3
(E)-3-[(2R,3S)-3-((S)-sec-Butyl)-1-(4-methoxy-2,3,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) (COCl)2, DMSO, 2.) (i-Pr)2NEt / 1.) CHCl₃, hexane, -78 deg C, 30 min, 2.) -78 to 0 deg C, 30 min

2: CHCl₃ / 1 h / 0 - 20 °C

3: 88 percent / DIBAL / toluene; CHCl₃ / 1 h / -78 °C

4: 90 percent / Et₃N / tetrahydrofuran / 0.5 h / 0 °C

5: NaH / dimethylformamide / 0.5 h / 0 °C

6: 1.) O₃, 2.) Zn / 1.) CHCl₃, hexane, -78 deg C, 40 min, 2.) -78 to 0 deg C, 1 h

7: LiCl, (i-Pr)2NEt / acetonitrile / 1 h / 0 - 20 °C

With oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; ozone; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; zinc; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1039/a806882h