(S)-(-)-1-AMINO-2-(METHOXYMETHYL)PYRROLIDINE

Base Information

• Chemical Name: (S)-(-)-1-AMINO-2-(METHOXYMETHYL)PYRROLIDINE
• CAS No.: 59983-39-0
• Molecular Formula: C6H14 N2 O
• Molecular Weight: 130.19
• Hs Code.: 2933990090
• European Community (EC) Number: 672-763-3
• Nikkaji Number: J90.076A
• Wikidata: Q72438755
• Mol file: 59983-39-0.mol

Synonyms:1-Pyrrolidinamine,2-(methoxymethyl)-, (S)-; (2S)-2-(Methoxymethyl)-1-pyrrolidinamine;(S)-(-)-1-Amino-2-(methoxymethyl)pyrrolidine;(S)-1-Amino-2-(methoxymethyl)pyrrolidine; SAMP;[(2S)-2-(Methoxymethyl)pyrrolidin-1-yl]amine

Chemical Property of (S)-(-)-1-AMINO-2-(METHOXYMETHYL)PYRROLIDINE

Chemical Property:

• Vapor Pressure: 0.761mmHg at 25°C
• Refractive Index: n20/D 1.465(lit.)
• Boiling Point: 42ºC
• PKA: 7.93±0.40(Predicted)
• Flash Point: 71 ºC
• PSA: 38.49000
• Density: 0.97
• 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%,99%, ^*data from raw suppliers

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

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: COCC1CCCN1N
• Isomeric SMILES: COC[C@@H]1CCCN1N
• Uses: (S)-(-)-1-Amino-2-(methoxymethyl)pyrrolidine is a disubstituted pyrrolidine. (S)-(-)-1-Amino-2-(methoxymethyl)pyrrolidine undergoes condensation reactions with carbonyl compounds to produce hydrazones which are useful for highly enantioselective synthesis. Undergoes condensation reactions with carbonyl compounds to produce hydrazones which are useful synthons in highly enantioselective syntheses.

Technology Process of (S)-(-)-1-AMINO-2-(METHOXYMETHYL)PYRROLIDINE

There total 11 articles about (S)-(-)-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:

(S)-(-)-1-carbamoyl-2-methoxymethylpyrrolidine (95312-82-6,578741-08-9,121817-73-0) → (S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6)

Guidance literature:

With potassium hydroxide; potassium hypochlorite;

DOI:10.1021/jo801790r

Reference yield:

(S)-2-methoxymethyl-1-(3-phenylpropylidenamino)pyrrolidine (89999-42-8) → (S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) lithium diisopropylamide / 1) ether, 0 deg C, 4 h, 2) -78 deg C, 2 h; 10 h, -78 deg C to RT

2: O₃ / pentane / -78 °C

3: LiAlH₄ / tetrahydrofuran

With lithium aluminium tetrahydride; ozone; lithium diisopropyl amide; In tetrahydrofuran; pentane;

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4020(01)82420-0

upstream raw materials:

(S)-N-Nitroso-O-methylprolinol

L-proline

(S)-2-methoxymethyl-1-(3-phenylpropylidenamino)pyrrolidine

[(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Downstream raw materials:

3-((R)-2-Methoxymethyl-pyrrolidin-1-ylamino)-5,5-dimethyl-cyclohex-2-enone

((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[1-methyl-but-(Z)-ylidene]-amine

(S)-(+)-2-(methoxymethyl)-1-(1-phenylpropylideneamino)pyrrolidine

(S)-1-(1-Ethylpropylidenamino)-2-methoxymethylpyrrolidin

Refernces

• 1、 Enders, Dieter,Lohray, Braj Bhushan. "Enantioselektive Synthese von α-Trialkylsilylketonen und -aldehyden". . p. 359 - 360. Retrieved 2007/10/02.
• 2、 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.