(S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine

Base Information

Chemical Name:(S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine
CAS No.:109075-06-1
Molecular Formula:C₂₃H₂₈N₂O₆S₂
Molecular Weight:492.617
Hs Code.:

Synonyms:(S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine

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Chemical Property of (S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine

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Technology Process of (S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine

There total 14 articles about (S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine 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:

: 109074-96-6
(2S, 3R, 4R, 5S)-1,2:5,6 diimino 3,4-O-methylethylidene hexane diol

: 98-59-9
p-toluenesulfonyl chloride

: 109075-06-1
(S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine

Guidance literature:: With potassium hydride; Yield given. Multistep reaction; 1.) THF, 20 deg C; 2.)THF, 20 deg C;
DOI:10.1016/S0040-4039(00)84935-7

Reference yield:

: 914982-45-9
(S)-2-benzyloxy-1-((4R,5R)-5-((S)-2-benzyloxy-1-(tosylamino)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-N-tosylethanamine

: 109075-06-1
(S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / hydrogen / Pd/C / methanol / 12 h / 20 °C / atmospheric pressure

2: 92 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

3: 87 percent / NaH / tetrahydrofuran / 1 h / 0 °C

With hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2006.08.035

Reference yield:

: 61490-28-6
1,3:4,6-di-O-benzylidene-D-mannitol

: 109075-06-1
(S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine

Guidance literature:: Multi-step reaction with 9 steps

1: 82 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 78 percent / BF₃*Et₂O; Et₃SiH / CH₂Cl₂ / 1 h

3: 80 percent / pTSA / acetone / 5 h / 20 °C

4: 91 percent / sodium azide / dimethylformamide / 24 h / 110 °C

5: 95 percent / hydrogen / Lindlar's catalyst / methanol / 4 h / 28 °C / 760 Torr

6: 86 percent / pyridine / 3 h / 0 - 20 °C

7: 90 percent / hydrogen / Pd/C / methanol / 12 h / 20 °C / atmospheric pressure

8: 92 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

9: 87 percent / NaH / tetrahydrofuran / 1 h / 0 °C

With pyridine; triethylsilane; sodium azide; boron trifluoride diethyl etherate; hydrogen; sodium hydride; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2006.08.035