(R)-1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol

Base Information

Chemical Name:(R)-1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol
CAS No.:1354396-90-9
Molecular Formula:C₂₁H₃₃NO₃SSi
Molecular Weight:407.649
Hs Code.:

Synonyms:(R)-1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol

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Chemical Property of (R)-1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol

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Technology Process of (R)-1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol

There total 3 articles about (R)-1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol 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: 95.0%

: 1354396-83-0
1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)propynone

: 1354396-90-9
(R)-1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol

Guidance literature:: With (S,S)-Noyori's catalyst; In dichloromethane; isopropyl alcohol; at 20 ℃; for 24h; optical yield given as %de; diastereoselective reaction;
DOI:10.1021/ol203114a

Reference yield:

: 89343-06-6
tris-iso-propylsilyl acetylene

: 405915-54-0
(S)-1-tosylaziridine-2-carbaldehyde

: 1354396-90-9
(R)-1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol

: 1354396-89-6
(S)-1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol

Guidance literature:: tris-iso-propylsilyl acetylene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.333333h;

(S)-1-tosylaziridine-2-carbaldehyde; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 2h; optical yield given as %de;
DOI:10.1021/ol203114a

Reference yield:

: 1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol

: 1354396-90-9
(R)-1-[(S)-1-(toluene-4-sulfonyl)aziridin-2-yl]-3-(triisopropylsilyl)prop-2-yn-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: sodium acetate; pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Molecular sieve

2: (S,S)-Noyori's catalyst / dichloromethane; isopropyl alcohol / 24 h / 20 °C

With (S,S)-Noyori's catalyst; sodium acetate; pyridinium chlorochromate; In dichloromethane; isopropyl alcohol; 2: Noyori transfer hydrogenation;
DOI:10.1021/ol203114a