N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide

Base Information

Chemical Name:N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide
CAS No.:518358-60-6
Molecular Formula:C₂₁H₂₇NO₄S
Molecular Weight:389.516
Hs Code.:

Synonyms:N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide

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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-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide

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Technology Process of N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide

There total 14 articles about N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide 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: 97.0%

: 10147-36-1
n-propanesulfonyl chloride

: 212195-36-3
(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-amine

: 518358-60-6
N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1002/1522-2675(200211)85:11<3657::AID-HLCA3657>3.0.CO;2-A

Reference yield:

: 101293-94-1
methyl rac-2-amino-3-(biphenyl-4-yl)-3-hydroxypropanoate

: 518358-60-6
N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole / acetonitrile / 3 h / 40 °C

2.1: 69 g / iPr₂NEt / toluene / 96 h / Heating

3.1: DIBAL-H / CH₂Cl₂ / 8 h / 0 °C

4.1: 34.5 g / Bu₄NF / tetrahydrofuran / 2 h

5.1: 84 percent / camphorsulfonic acid / toluene / 96 h / Heating

6.1: 99 percent / [RhCl(PPh₃)3] / acetonitrile; H₂O / 1.5 h / Heating

7.1: L-(+)-tartaric acid / ethanol / Heating

7.2: aq. NaOH

8.1: 97 percent / Et₃N / CH₂Cl₂ / 20 °C

With 1H-imidazole; L-Tartaric acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; tris(triphenylphosphine)rhodium(I) chloride; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/1522-2675(200211)85:11<3657::AID-HLCA3657>3.0.CO;2-A

Reference yield:

: 3218-36-8
4-Phenylbenzaldehyde

: 518358-60-6
N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: aq. NaOH / ethanol / 4.5 h

1.2: SOCl₂ / 5 h / Heating

2.1: 1H-imidazole / acetonitrile / 3 h / 40 °C

3.1: 69 g / iPr₂NEt / toluene / 96 h / Heating

4.1: DIBAL-H / CH₂Cl₂ / 8 h / 0 °C

5.1: 34.5 g / Bu₄NF / tetrahydrofuran / 2 h

6.1: 84 percent / camphorsulfonic acid / toluene / 96 h / Heating

7.1: 99 percent / [RhCl(PPh₃)3] / acetonitrile; H₂O / 1.5 h / Heating

8.1: L-(+)-tartaric acid / ethanol / Heating

8.2: aq. NaOH

9.1: 97 percent / Et₃N / CH₂Cl₂ / 20 °C

With 1H-imidazole; sodium hydroxide; L-Tartaric acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; tris(triphenylphosphine)rhodium(I) chloride; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/1522-2675(200211)85:11<3657::AID-HLCA3657>3.0.CO;2-A