(R)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-2-yn-1-ol

Base Information

• Chemical Name: (R)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-2-yn-1-ol
• CAS No.: 884498-60-6
• Molecular Formula: C₂₆H₄₁NO
• Molecular Weight: 383.618
• Mol file: 884498-60-6.mol

Synonyms:(R)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-2-yn-1-ol

Chemical Property of (R)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-2-yn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-2-yn-1-ol

There total 4 articles about (R)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-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: 99.0%

1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-2-yn-1-one (884498-59-3) → (R)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-2-yn-1-ol (884498-60-6)

Guidance literature:

With sodium tetrahydroborate; zinc(II) chloride; In methanol; at -78 ℃; for 0.5h;

DOI:10.1021/jo034755a

Reference yield:

N-[(R)-α-methylbenzyl]-(2S)-aziridine-(N'-methoxy-N'-methyl)carboxamide (853056-96-9) → (R)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-2-yn-1-ol (884498-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / tetrahydrofuran / -78 - 20 °C

2: 99 percent / ZnCl₂; NaBH₄ / methanol / 0.5 h / -78 °C

With sodium tetrahydroborate; zinc(II) chloride; In tetrahydrofuran; methanol;

DOI:10.1021/jo034755a

Reference yield:

N-[(R)-(+)-α-methylbenzyl]aziridine-2-(S)-carboxylic acid menthyl ester (397849-98-8,397849-97-7) → (R)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-2-yn-1-ol (884498-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Me₃Al / CH₂Cl₂ / -10 - 20 °C

1.2: 92 percent / CH₂Cl₂ / -10 - 20 °C

2.1: 99 percent / tetrahydrofuran / -78 - 20 °C

3.1: 99 percent / ZnCl₂; NaBH₄ / methanol / 0.5 h / -78 °C

With sodium tetrahydroborate; trimethylaluminum; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo034755a

upstream raw materials:

1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}hexadec-2-yn-1-one

N-[(R)-α-methylbenzyl]-(2S)-aziridine-(N'-methoxy-N'-methyl)carboxamide

N-[(R)-(+)-α-methylbenzyl]aziridine-2-(S)-carboxylic acid menthyl ester

(2S)-1-[(R)-α-methylbenzyl]-2-aziridinecarboxylate ethyl ester

Downstream raw materials:

(S)-4-[(R,E)-1-hydroxyhexadec-2-enyl]-3-(2-phenylacetyl)oxazolidin-2-one

(S)-3-benzoyl-4-[(R,E)-1-hydroxyhexadec-2-enyl]oxazolidin-2-one

(S)-4-[(R,E)-1-hydroxyhexadec-2-enyl]-3-(2-methoxybenzoyl)oxazolidin-2-one

(S)-4-[(R,E)-1-hydroxyhexadec-2-enyl]-3-(4-nitrobenzoyl)-oxazolidin-2-one