(S)-1-Phenyl-butane-2-sulfonic acid ((4R,5R)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide

Base Information

Chemical Name:(S)-1-Phenyl-butane-2-sulfonic acid ((4R,5R)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide
CAS No.:212195-46-5
Molecular Formula:C₂₉H₃₅NO₄S
Molecular Weight:493.667
Hs Code.:

Synonyms:

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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 (S)-1-Phenyl-butane-2-sulfonic acid ((4R,5R)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide

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Technology Process of (S)-1-Phenyl-butane-2-sulfonic acid ((4R,5R)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide

There total 15 articles about (S)-1-Phenyl-butane-2-sulfonic acid ((4R,5R)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide 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:

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

: 212195-46-5
(S)-1-Phenyl-butane-2-sulfonic acid ((4R,5R)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide

Guidance literature:: Multi-step reaction with 10 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: 94 percent / Et₃N / CH₂Cl₂ / 20 °C

9.1: 83 percent / BuLi / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

10.1: BuLi; HMPA / diethyl ether; hexane / 25 h / -78 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 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; diethyl ether; ethanol; hexane; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/1522-2675(200211)85:11<3657::AID-HLCA3657>3.0.CO;2-A

Reference yield:

: 100-39-0
benzyl bromide

: 212195-41-0
N-[(4R,5R)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]-N-methylpropane-1-sulfonamide

: (R)-1-Phenyl-butane-2-sulfonic acid ((4R,5R)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide

: 212195-46-5
(S)-1-Phenyl-butane-2-sulfonic acid ((4R,5R)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; Multistep reaction. Title compound not separated from byproducts; 1.) Et₂O, hexane, -70 deg C, 1 h; 2.) -70 deg C;
DOI:10.1002/hlca.19980810543

Reference yield:

: rac-3-(biphenyl-4-yl)-2-[di(prop-2-enyl)amino]propane-1,3-diol

: 212195-46-5
(S)-1-Phenyl-butane-2-sulfonic acid ((4R,5R)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 84 percent / camphorsulfonic acid / toluene / 96 h / Heating

2.1: 99 percent / [RhCl(PPh₃)3] / acetonitrile; H₂O / 1.5 h / Heating

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

3.2: aq. NaOH

4.1: 94 percent / Et₃N / CH₂Cl₂ / 20 °C

5.1: 83 percent / BuLi / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

6.1: BuLi; HMPA / diethyl ether; hexane / 25 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; L-Tartaric acid; camphor-10-sulfonic acid; triethylamine; tris(triphenylphosphine)rhodium(I) chloride; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/1522-2675(200211)85:11<3657::AID-HLCA3657>3.0.CO;2-A