(2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol

Base Information

Chemical Name:(2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol
CAS No.:537035-61-3
Molecular Formula:C₁₉H₃₁NO₃S
Molecular Weight:353.526
Hs Code.:

Synonyms:(2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol

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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 (2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol

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Technology Process of (2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol

There total 2 articles about (2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol 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: 90.0%

: 537035-59-9
(2R,3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfinyl]-2-hexanol

: 537035-61-3
(2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol

Guidance literature:: With hydrogenchloride; titanium(III) chloride; In ethanol; at 20 ℃; for 0.333333h;
DOI:10.1016/S0957-4166(02)00819-4

Reference yield:

: 472999-82-9
(3S,R_S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfinyl]-2-hexanone

: 537035-61-3
(2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: ZnBr₂ / tetrahydrofuran / 1.5 h / 0 °C

1.2: 75 percent / DIBALH / tetrahydrofuran; toluene / 1 h / -78 °C

2.1: 90 percent / TiCl₃; aq. HCl / ethanol / 0.33 h / 20 °C

With hydrogenchloride; titanium(III) chloride; zinc dibromide; In tetrahydrofuran; ethanol;
DOI:10.1016/S0957-4166(02)00819-4

Reference yield:

: 537035-61-3
(2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol

: 58521-49-6
(3S,4S)-4-(tert-butoxycarbonylamino)-3-hydroxy-6-methylheptanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: trimethyloxonium tetrafluoroborate / petroleum ether / 1 h / 20 °C

1.2: 63 percent / K₂CO₃ / CH₂Cl₂; H₂O / 24 h

2.1: toluene / 1 h / -15 °C

2.2: 59 percent / conc. HCl / toluene; methanol / 1 h / -15 °C

3.1: 85 percent / p-TsOH*H₂O / benzene / 1 h / Heating

4.1: 86 percent / DIBAH / diethyl ether; toluene / 0.25 h / -40 °C

5.1: 85 percent / 2-methyl-2-propanol; 5 percent NaH₂PO₄; 1M KMnO₄

6.1: 80 percent / 85 percent AcOH / 0.67 h / 70 °C

With potassium permanganate; sodium dihydrogenphosphate; trimethoxonium tetrafluoroborate; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; tert-butyl alcohol; In diethyl ether; toluene; Petroleum ether; benzene;
DOI:10.1016/S0957-4166(02)00819-4