(2S)-1-aMino-2-PyrrolidineMethanol

Base Information

• Chemical Name: (2S)-1-aMino-2-PyrrolidineMethanol
• CAS No.: 127221-89-0
• Molecular Formula: C5H12N2O
• Molecular Weight: 116.163
• Mol file: 127221-89-0.mol

Synonyms:1-aminoprolinol;(S)-1-amino-2-hydroxymethylpyrrolidine;((S)-1-Amino-pyrrolidin-2-yl)-methanol;(S)-(-)-1-amino-2-(hydroxymethyl)pyrrolidine;(2S)-1-amino-2-Pyrrolidinemethanol;(S)-1-amino-2-(hydroxymethyl)pyrrolidine;(S)-(1-Aminopyrrolidin-2-yl)methanol;(2S)-1-amiino-2-PyrrolidineMethanol;1-amino-2-(S)-hydroxymethylpyrrolidine;

Chemical Property of (2S)-1-aMino-2-PyrrolidineMethanol

Chemical Property:

• Boiling Point: 92 - 96 °C (3 mmHg)
• PKA: 14.77±0.10(Predicted)
• PSA: 49.49000
• Density: 1.096±0.06 g/cm3(Predicted)
• LogP: -0.04500

Purity/Quality:

95+% ^*data from raw suppliers

(S)-(1-Aminopyrrolidin-2-yl)methanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S)-1-aMino-2-PyrrolidineMethanol

There total 4 articles about (2S)-1-aMino-2-PyrrolidineMethanol 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: 93.0%

1-Nitroso-2(S)-pyrrolidinemethanol (58246-54-1) → (S)-(-)-1-amino-2-(hydroxymethyl)pyrrolidine (127221-89-0)

Guidance literature:

1-Nitroso-2(S)-pyrrolidinemethanol; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Reflux;

In tetrahydrofuran; at 0 ℃; Reflux; Inert atmosphere;

DOI:10.1016/j.tetasy.2010.04.042

Reference yield:

(S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) → (S)-(-)-1-amino-2-(hydroxymethyl)pyrrolidine (127221-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite; silica sulfuric acid

2: LiAlH₄ / tetrahydrofuran

With lithium aluminium tetrahydride; sulfuric acid; silica gel; sodium nitrite; In tetrahydrofuran;

DOI:10.1016/j.tetasy.2005.09.027

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-(-)-1-amino-2-(hydroxymethyl)pyrrolidine (127221-89-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / LiAlH₄ / tetrahydrofuran / 6 h / Heating

2: 91 percent / NaNO₂, glacial acetic acid / H₂O / 5 h / Ambient temperature

3: LiAlH₄ / tetrahydrofuran / 3 h / Heating

With lithium aluminium tetrahydride; acetic acid; sodium nitrite; In tetrahydrofuran; water;

upstream raw materials:

nitrosoproline

1-Nitroso-2(S)-pyrrolidinemethanol

(S)-1-Pyrrolidin-2-yl-methanol

L-proline

Downstream raw materials:

N-((S)-2-Hydroxymethyl-pyrrolidin-1-yl)-benzamide

(3aS,5aS)-5a-[(S)-hydroxy-(4-methoxyphenyl)methyl]-2,3,3a,4-tetrahydro-1H,5aH-5-oxa-10a,10b-diazacyclopenta[a]fluoren-10-one

(3aS,5aR)-5a-benzyl-2,3,3a,4-tetrahydro-1H,5aH-5-oxa-10a,10b-diazacyclopenta[a]fluoren-10-one

2-[(S)-2-hydroxymethylpyrrolidin-1-yl]-isoindole-1,3-dione

Refernces

• 1、 Denmark, Scott E.,Edwards, James P.,Weber, Theodor,Piotrowski, David W.. "Organocerium additions to proline-derived hydrazones: Synthesis of enantiomerically enriched amines". experimental part. p. 1278 - 1302. Retrieved 2010/11/02.
• 2、 Rosling, Ari,Fueloep, Ferenc,Sillanpaeae, Reijo,Mattinen, Jorma. "Synthesis and conformational behaviour of 2-phenylperhydropyrrolo[1,2-4][1,3,4]oxadiazine and 2-phenylperhydropyrido[1,2-d][1,3,4]oxadiazine; new heterocyclic ring systems". . p. 95 - 106. Retrieved 2007/10/03.