(R)-(+)-1-Amino-2-(methoxymethyl)pyrrolidine

Base Information

• Chemical Name: (R)-(+)-1-Amino-2-(methoxymethyl)pyrrolidine
• CAS No.: 72748-99-3
• Molecular Formula: C6H14N2O
• Molecular Weight: 130.19
• Hs Code.: 29339980
• European Community (EC) Number: 625-690-6
• Nikkaji Number: J965.617K
• Mol file: 72748-99-3.mol

Synonyms:72748-99-3;(R)-(+)-1-Amino-2-(methoxymethyl)pyrrolidine;(R)-2-(Methoxymethyl)pyrrolidin-1-amine;(2R)-2-(methoxymethyl)pyrrolidin-1-amine;1-Pyrrolidinamine, 2-(methoxymethyl)-, (2R)-;(R)-1-(+)amino-2-methoxymethylpyrrolidine;2-(Methoxymethyl)-1-pyrrolidinamine #;(R)-1-Amino-2-(methoxymethyl)pyrrolidine;SCHEMBL1204532;BWSIKGOGLDNQBZ-ZCFIWIBFSA-N;MFCD00010622;AKOS015855068;(r)-1-amino-2-methoxymethylpyrrolidine;(r)-1-amino-2-methoxymethyl pyrrolidine;AM101197;AS-39231;(R)-(+)-1-amino-2-methoxymethylpyrrolidine;A1337;CS-0313906;(r)-1-amino-2-methoxymethylpyrrolidine (ramp);A837606;(R)-(+)-1-Amino-2-(methoxymethyl)pyrrolidine, 96%

Chemical Property of (R)-(+)-1-Amino-2-(methoxymethyl)pyrrolidine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.761mmHg at 25°C
• Refractive Index: n20/D 1.465(lit.)
• Boiling Point: 183.7 °C at 760 mmHg
• PKA: 7.93±0.40(Predicted)
• Flash Point: 64.9 °C
• PSA: 38.49000
• Density: 0.991 g/cm³
• LogP: 0.60910
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 130.110613074
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

98% ^*data from raw suppliers

(R)-(+)-1-Amino-2-(methoxymethyl)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COCC1CCCN1N
• Isomeric SMILES: COC[C@H]1CCCN1N
• Uses: Reagent for asymmetric synthesis.

Technology Process of (R)-(+)-1-Amino-2-(methoxymethyl)pyrrolidine

There total 7 articles about (R)-(+)-1-Amino-2-(methoxymethyl)pyrrolidine 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:

(R)-(+)-1-carbamoyl-2-methoxymethylpyrrolidine (578741-08-9,121817-73-0) → (R)-1-Amino-2-(methoxymethyl)pyrrolidine (72748-99-3,187035-29-6)

Guidance literature:

With potassium hypochlorite; potassium hydroxide; In water; at -5 - 40 ℃;

DOI:10.15227/orgsyn.065.0173

Reference yield:

D-prolinol (68832-13-3) → (R)-1-Amino-2-(methoxymethyl)pyrrolidine (72748-99-3,187035-29-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 0.83 h / 0 °C

2.1: sodium hydride / tetrahydrofuran / -60 - -50 °C / Inert atmosphere

3.1: potassium hydroxide / water / 20 °C / Inert atmosphere

3.2: Cooling with ice

4.1: potassium hydroxide / water / 12 h / 15 - 20 °C / pH 2.8 - 3.2

5.1: potassium hydroxide; potassium hypochlorite / water / -5 - 40 °C

With potassium hypochlorite; sodium hydride; potassium hydroxide; In tetrahydrofuran; water;

DOI:10.15227/orgsyn.065.0173

Reference yield:

(R)-(+)-1-formyl-2-hydroxymethylpyrrolidine → (R)-1-Amino-2-(methoxymethyl)pyrrolidine (72748-99-3,187035-29-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / -60 - -50 °C / Inert atmosphere

2.1: potassium hydroxide / water / 20 °C / Inert atmosphere

2.2: Cooling with ice

3.1: potassium hydroxide / water / 12 h / 15 - 20 °C / pH 2.8 - 3.2

4.1: potassium hydroxide; potassium hypochlorite / water / -5 - 40 °C

With potassium hypochlorite; sodium hydride; potassium hydroxide; In tetrahydrofuran; water;

DOI:10.15227/orgsyn.065.0173

upstream raw materials:

(R)-2-Methoxymethyl-1-nitroso-pyrrolidine

D-prolinol

(R)-(+)-2-(methoxymethyl)-1-pyrrolidinecarboxaldehyde

(R)-2-(methoxymethyl)pyrrolidine hydrochloride

Downstream raw materials:

3-pentanone (R)-1-amino-2-methoxymethylpyrrolidine hydrazone

(R)-E-(2-benzo[1,3]dioxol-5-yl-ethylidene)-(2-methoxymethyl-pyrrolidine-1-yl)-amine

Cyclobutylidene-((R)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Butyraldehyde (+)-(R)-1-amino-2-(methoxymethyl)pyrrolidinehydrazone

Refernces

• 1、 Enders, Dieter,Papadopoulos, Kyriakos,Rendenbach, Beatrice E.M.,Appel, Rolf,Knoch, Falk. "ASYMMETRIC MICHAEL ADDITIONS VIA SAMP-/RAMP-HYDRAZONES ANTI-DIASTEREO- AND ENANTIOSELECTIVE SYNTHESIS OF 3,4-DISUBSTITUTED 5-OXO-ALKANOATES". . p. 3491 - 3494. Retrieved 2007/10/02.