(S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE

Base Information

• Chemical Name: (S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE
• CAS No.: 200267-75-0
• Molecular Formula: C13H20N2
• Molecular Weight: 204.315
• Mol file: 200267-75-0.mol

Synonyms:1-Pyrrolidineethanamine, α-(phenylmethyl)-, (S)-;

Chemical Property of (S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE

Chemical Property:

• Vapor Pressure: 0.000146mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 332.422 °C at 760 mmHg
• Flash Point: 139.727 °C
• PSA: 29.26000
• Density: 1.029 g/cm³
• LogP: 2.29040
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(S)-a-benzyl-1-pyrrolidineethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-α-(Phenylmethyl)-1-pyrrolidinethanamine can be used as an organocatalyst:In the Michael addition reaction of α-substituted vinyl ketones with malononitriles.In the aldol reactions of α-hydroxyketones with substituted aldehydes.In the asymmetric conjugate addition of vinyl ketones to azoles.

Technology Process of (S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE

There total 8 articles about (S)-2-PHENYL-1-PYRROLIDIN-1-YLMETHYL-ETHYLAMINE 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: 98.0%

L-phenylalanine N1,N1-(tetramethylene)amide (56414-89-2) → (+)-(S)-2-amino-1-phenyl-3-(pyrrolidin-1-yl)propane (200267-75-0)

Guidance literature:

L-phenylalanine N¹,N¹-(tetramethylene)amide; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 18h;

With sodium hydroxide; In tetrahydrofuran; water;

Reference yield:

Nα-(tert-butoxycarbonyl)-L-phenylalanine-N-pyrrolidinamide (125139-05-1) → (+)-(S)-2-amino-1-phenyl-3-(pyrrolidin-1-yl)propane (200267-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1: AcCl; MeOH / 4 h / 0 - 20 °C

2: LiAlH₄ / tetrahydrofuran / 48 h / Heating

With methanol; lithium aluminium tetrahydride; acetyl chloride; In tetrahydrofuran;

DOI:10.1021/ja053368a

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (+)-(S)-2-amino-1-phenyl-3-(pyrrolidin-1-yl)propane (200267-75-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / Et₃N; (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium*PF₆ / tetrahydrofuran / 8 h / 0 - 20 °C

2: AcCl; MeOH / 4 h / 0 - 20 °C

3: LiAlH₄ / tetrahydrofuran / 48 h / Heating

With methanol; lithium aluminium tetrahydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; acetyl chloride; In tetrahydrofuran;

DOI:10.1021/ja053368a

upstream raw materials:

L-phenylalanine N¹,N¹-(tetramethylene)amide

N-tert-butoxycarbonyl-L-phenylalanine

N^α-(tert-butoxycarbonyl)-L-phenylalanine-N-pyrrolidinamide

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

Downstream raw materials:

(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(1-phenyl-3-(pyrrolidin-1-yl)prop-an-2-yl) thiourea

C₄₈H₆₇N₅O₆

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