benzyl (2S,3R)-N^α-(benzyloxycarbonyl)-3-isopropylaziridine-2-carboxylate

Base Information

Chemical Name:benzyl (2S,3R)-N^α-(benzyloxycarbonyl)-3-isopropylaziridine-2-carboxylate
CAS No.:428512-46-3
Molecular Formula:C₂₁H₂₃NO₄
Molecular Weight:353.418
Hs Code.:

benzyl (2S,3R)-N<sup>α</sup>-(benzyloxycarbonyl)-3-isopropylaziridine-2-carboxylate

Synonyms:benzyl (2S,3R)-N^α-(benzyloxycarbonyl)-3-isopropylaziridine-2-carboxylate

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Chemical Property of benzyl (2S,3R)-N^α-(benzyloxycarbonyl)-3-isopropylaziridine-2-carboxylate

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Technology Process of benzyl (2S,3R)-N^α-(benzyloxycarbonyl)-3-isopropylaziridine-2-carboxylate

There total 5 articles about benzyl (2S,3R)-N^α-(benzyloxycarbonyl)-3-isopropylaziridine-2-carboxylate 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%

: 13139-17-8
N-(Benzyloxycarbonyloxy)succinimide

: 428512-45-2
benzyl (2S,3R)-3-isopropyl-aziridine-2-carboxylate

: 428512-46-3
benzyl (2S,3R)-N^α-(benzyloxycarbonyl)-3-isopropylaziridine-2-carboxylate

Guidance literature:: With dmap; In pyridine; at 4 ℃; for 24h;
DOI:10.1021/jo011172x

Reference yield:

: benzyl 2,3-dihydroxy-4-methylpentanoate

: 428512-46-3
benzyl (2S,3R)-N^α-(benzyloxycarbonyl)-3-isopropylaziridine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: SOCl₂; triethylamine / CH₂Cl₂ / 0.08 h / 0 °C

2.1: 2.52 g / NaIO₄ / RuCl₃ / acetonitrile; H₂O; CCl₄ / 1 h / 20 °C

3.1: NaN₃ / acetone; H₂O / 2 h / 20 °C

3.2: 82 percent / H₂SO₄ / diethyl ether; H₂O / 24 h / 0 °C

4.1: 79 percent / PPh₃ / acetonitrile / 6 h / Heating

5.1: 90 percent / 4-(dimethylamino)pyridine / pyridine / 24 h / 4 °C

With dmap; sodium periodate; thionyl chloride; sodium azide; triethylamine; triphenylphosphine; ruthenium trichloride; In pyridine; tetrachloromethane; dichloromethane; water; acetone; acetonitrile; 4.1: Staudinger reaction;
DOI:10.1021/jo011172x

Reference yield:

: 5-isopropyl-2-oxo-2λ⁴-[1,3,2]dioxathiolane-4-carboxylic acid benzyl ester

: 428512-46-3
benzyl (2S,3R)-N^α-(benzyloxycarbonyl)-3-isopropylaziridine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2.52 g / NaIO₄ / RuCl₃ / acetonitrile; H₂O; CCl₄ / 1 h / 20 °C

2.1: NaN₃ / acetone; H₂O / 2 h / 20 °C

2.2: 82 percent / H₂SO₄ / diethyl ether; H₂O / 24 h / 0 °C

3.1: 79 percent / PPh₃ / acetonitrile / 6 h / Heating

4.1: 90 percent / 4-(dimethylamino)pyridine / pyridine / 24 h / 4 °C

With dmap; sodium periodate; sodium azide; triphenylphosphine; ruthenium trichloride; In pyridine; tetrachloromethane; water; acetone; acetonitrile; 3.1: Staudinger reaction;
DOI:10.1021/jo011172x