(2R,3S)-2-benzyloxymethyl-3-[(E)-pentadec-1-enyl]aziridine

Base Information

Chemical Name:(2R,3S)-2-benzyloxymethyl-3-[(E)-pentadec-1-enyl]aziridine
CAS No.:511542-06-6
Molecular Formula:C₂₅H₄₁NO
Molecular Weight:371.607
Hs Code.:

Synonyms:(2R,3S)-2-benzyloxymethyl-3-[(E)-pentadec-1-enyl]aziridine

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Chemical Property of (2R,3S)-2-benzyloxymethyl-3-[(E)-pentadec-1-enyl]aziridine

Chemical Property:

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Technology Process of (2R,3S)-2-benzyloxymethyl-3-[(E)-pentadec-1-enyl]aziridine

There total 7 articles about (2R,3S)-2-benzyloxymethyl-3-[(E)-pentadec-1-enyl]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:

: 124-25-4,511542-15-7
myristylaldehyde

: 511542-06-6
(2R,3S)-2-benzyloxymethyl-3-[(E)-pentadec-1-enyl]aziridine

Guidance literature:: Multi-step reaction with 6 steps

1: 2.7 g / LiOH*H₂O; 4 Angstroem molecular sieves / tetrahydrofuran / 2.5 h / Heating

2: 59 percent / DIBALH / CH₂Cl₂; hexane / 1.5 h / -40 °C

3: 95 percent / NaH; Bu₄NI / tetrahydrofuran / 48 h / Heating

4: 25 percent / Bu₄NHSO₄; Oxone; K₂CO₃ / 4,5-O-Me₂C-3-oxo-THP-2-spiro-4'-2',2'-Me₂-1',3'-dioxolan / acetonitrile; various solvent(s); H₂O / 1.5 h

5: 98 percent / NH₄OH / tetrahydrofuran / 2 h / 130 °C

6: 80 mg / PPh₃; DIAD / tetrahydrofuran / 17 h / Heating

With Oxone; lithium hydroxide; ammonium hydroxide; di-isopropyl azodicarboxylate; 4 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; 4,5-O-Me₂C-3-oxo-THP-2-spiro-4'-2',2'-Me₂-1',3'-dioxolan; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile; 1: Wittig reaction / 6: Mitsunobu conditions;
DOI:10.1021/jo0268254

Reference yield:

: 59451-68-2
ethyl (2E,4E)-octadeca-2,4-dienoate

: 511542-06-6
(2R,3S)-2-benzyloxymethyl-3-[(E)-pentadec-1-enyl]aziridine

Guidance literature:: Multi-step reaction with 5 steps

1: 59 percent / DIBALH / CH₂Cl₂; hexane / 1.5 h / -40 °C

2: 95 percent / NaH; Bu₄NI / tetrahydrofuran / 48 h / Heating

3: 25 percent / Bu₄NHSO₄; Oxone; K₂CO₃ / 4,5-O-Me₂C-3-oxo-THP-2-spiro-4'-2',2'-Me₂-1',3'-dioxolan / acetonitrile; various solvent(s); H₂O / 1.5 h

4: 98 percent / NH₄OH / tetrahydrofuran / 2 h / 130 °C

5: 80 mg / PPh₃; DIAD / tetrahydrofuran / 17 h / Heating

With Oxone; ammonium hydroxide; di-isopropyl azodicarboxylate; tetra(n-butyl)ammonium hydrogensulfate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; 4,5-O-Me₂C-3-oxo-THP-2-spiro-4'-2',2'-Me₂-1',3'-dioxolan; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile; 5: Mitsunobu conditions;
DOI:10.1021/jo0268254

Reference yield:

: 100-39-0
benzyl bromide

: 511542-06-6
(2R,3S)-2-benzyloxymethyl-3-[(E)-pentadec-1-enyl]aziridine

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NaH; Bu₄NI / tetrahydrofuran / 48 h / Heating

2: 25 percent / Bu₄NHSO₄; Oxone; K₂CO₃ / 4,5-O-Me₂C-3-oxo-THP-2-spiro-4'-2',2'-Me₂-1',3'-dioxolan / acetonitrile; various solvent(s); H₂O / 1.5 h

3: 98 percent / NH₄OH / tetrahydrofuran / 2 h / 130 °C

4: 80 mg / PPh₃; DIAD / tetrahydrofuran / 17 h / Heating

With Oxone; ammonium hydroxide; di-isopropyl azodicarboxylate; tetra(n-butyl)ammonium hydrogensulfate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triphenylphosphine; 4,5-O-Me₂C-3-oxo-THP-2-spiro-4'-2',2'-Me₂-1',3'-dioxolan; In tetrahydrofuran; water; acetonitrile; 4: Mitsunobu conditions;
DOI:10.1021/jo0268254