(1S,2S)-3--1-hydroxy-2-methanesulfonyloxy-1-phenylpropane

Base Information

Chemical Name:(1S,2S)-3--1-hydroxy-2-methanesulfonyloxy-1-phenylpropane
CAS No.:189109-57-7
Molecular Formula:C₂₂H₂₇NO₅S
Molecular Weight:417.526
Hs Code.:

(1S,2S)-3-<N-(benzoyl)piperidin-4-yl>-1-hydroxy-2-methanesulfonyloxy-1-phenylpropane

Synonyms:(1S,2S)-3--1-hydroxy-2-methanesulfonyloxy-1-phenylpropane

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Chemical Property of (1S,2S)-3--1-hydroxy-2-methanesulfonyloxy-1-phenylpropane

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Technology Process of (1S,2S)-3--1-hydroxy-2-methanesulfonyloxy-1-phenylpropane

There total 11 articles about (1S,2S)-3--1-hydroxy-2-methanesulfonyloxy-1-phenylpropane 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: 58.0%

: 124-63-0
methanesulfonyl chloride

: 189109-44-2
(1S,2S)-3--1,2-dihydroxy-1-phenylpropane

: 189109-57-7
(1S,2S)-3--1-hydroxy-2-methanesulfonyloxy-1-phenylpropane

Guidance literature:: With pyridine; at -20 ℃;
DOI:10.1016/S0040-4039(97)00310-9

Reference yield:

: 5344-27-4
4-(2-hydroxyethyl)pyridine

: 189109-57-7
(1S,2S)-3--1-hydroxy-2-methanesulfonyloxy-1-phenylpropane

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / H₂, conc. HCl / Pt/C / H₂O / 264 h / Ambient temperature

2: 98 percent / 4M NaOH / Ambient temperature

3: (COCl)2, DMSO, Et₃N / tetrahydrofuran / 0.5 h / -35 - 20 °C

4: 1.) nBuLi / 1.) THF, hexane, room temperature, 30 min, 2.) -78 deg C -> room temperature, 1 h

5: I₂ / CHCl₃ / 192 h / Irradiation

6: 72 percent / Ad-mix-α, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 1.) 0 deg C, 7 h, 2.) room temperature, 17 h

7: pyridine / 24 h / -20 °C

With hydrogenchloride; sodium hydroxide; AD-mix-α; n-butyllithium; oxalyl dichloride; methanesulfonamide; hydrogen; iodine; dimethyl sulfoxide; triethylamine; platinum on activated charcoal; In tetrahydrofuran; pyridine; chloroform; water; tert-butyl alcohol;
DOI:10.1016/S0040-4020(99)00050-2

Reference yield:

: 152902-80-2
(4-(2-hydroxyethyl)piperidin-1-yl)(phenyl)methanone

: 189109-57-7
(1S,2S)-3--1-hydroxy-2-methanesulfonyloxy-1-phenylpropane

Guidance literature:: Multi-step reaction with 5 steps

1: (COCl)2, DMSO, Et₃N / tetrahydrofuran / 0.5 h / -35 - 20 °C

2: 1.) nBuLi / 1.) THF, hexane, room temperature, 30 min, 2.) -78 deg C -> room temperature, 1 h

3: I₂ / CHCl₃ / 192 h / Irradiation

4: 72 percent / Ad-mix-α, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 1.) 0 deg C, 7 h, 2.) room temperature, 17 h

5: pyridine / 24 h / -20 °C

With AD-mix-α; n-butyllithium; oxalyl dichloride; methanesulfonamide; iodine; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; chloroform; water; tert-butyl alcohol;
DOI:10.1016/S0040-4020(99)00050-2