(2S,3R)-2-Iodomethyl-3-[4-(4-methoxy-benzyloxy)-butyl]-1-(toluene-4-sulfonyl)-aziridine

Base Information

Chemical Name:(2S,3R)-2-Iodomethyl-3-[4-(4-methoxy-benzyloxy)-butyl]-1-(toluene-4-sulfonyl)-aziridine
CAS No.:397304-33-5
Molecular Formula:C₂₂H₂₈INO₄S
Molecular Weight:529.439
Hs Code.:

Synonyms:(2S,3R)-2-Iodomethyl-3-[4-(4-methoxy-benzyloxy)-butyl]-1-(toluene-4-sulfonyl)-aziridine

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Chemical Property of (2S,3R)-2-Iodomethyl-3-[4-(4-methoxy-benzyloxy)-butyl]-1-(toluene-4-sulfonyl)-aziridine

Chemical Property:

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Technology Process of (2S,3R)-2-Iodomethyl-3-[4-(4-methoxy-benzyloxy)-butyl]-1-(toluene-4-sulfonyl)-aziridine

There total 5 articles about (2S,3R)-2-Iodomethyl-3-[4-(4-methoxy-benzyloxy)-butyl]-1-(toluene-4-sulfonyl)-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:

: 397306-30-8
[(2S,3R)-3-[4-(4-Methoxy-benzyloxy)-butyl]-1-(toluene-4-sulfonyl)-aziridin-2-yl]-methanol

: 397304-33-5
(2S,3R)-2-Iodomethyl-3-[4-(4-methoxy-benzyloxy)-butyl]-1-(toluene-4-sulfonyl)-aziridine

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In diethyl ether; acetonitrile; at 20 ℃;
DOI:10.1055/s-2001-17441

Reference yield:

: 131375-65-0
7-(4-methoxyphenylmethoxy)-hept-2-en-1-ol

: 397304-33-5
(2S,3R)-2-Iodomethyl-3-[4-(4-methoxy-benzyloxy)-butyl]-1-(toluene-4-sulfonyl)-aziridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: L-(+)-DIPT; Ti(O-i-Pr)4; TBHP / CH₂Cl₂ / 20 °C

2.1: NaN₃; MeO(CH₂)2OH / H₂O / Heating

2.2: imidazole / CH₂Cl₂ / 0 °C

2.3: PPh₃ / toluene / Heating

3.1: pyridine / -20 °C

4.1: TBAF / acetic acid / 0 °C

5.1: PPh₃; I₂; imidazole / diethyl ether; acetonitrile / 20 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; L-(+)-diisopropyl tartrate; 2-methoxy-ethanol; tetrabutyl ammonium fluoride; iodine; triphenylphosphine; In diethyl ether; dichloromethane; water; acetic acid; acetonitrile; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1055/s-2001-17441

Reference yield:

: 397305-01-0
{(2S,3S)-3-[4-(4-Methoxy-benzyloxy)-butyl]-oxiranyl}-methanol

: 397304-33-5
(2S,3R)-2-Iodomethyl-3-[4-(4-methoxy-benzyloxy)-butyl]-1-(toluene-4-sulfonyl)-aziridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaN₃; MeO(CH₂)2OH / H₂O / Heating

1.2: imidazole / CH₂Cl₂ / 0 °C

1.3: PPh₃ / toluene / Heating

2.1: pyridine / -20 °C

3.1: TBAF / acetic acid / 0 °C

4.1: PPh₃; I₂; imidazole / diethyl ether; acetonitrile / 20 °C

With pyridine; 1H-imidazole; sodium azide; 2-methoxy-ethanol; tetrabutyl ammonium fluoride; iodine; triphenylphosphine; In diethyl ether; water; acetic acid; acetonitrile;
DOI:10.1055/s-2001-17441