Methyl 2-amino-2-(oxetan-3-yl)acetate

Base Information

• Chemical Name: Methyl 2-amino-2-(oxetan-3-yl)acetate
• CAS No.: 394653-40-8
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.158
• European Community (EC) Number: 862-694-9
• DSSTox Substance ID: DTXSID80703906,DTXSID401294808
• Mol file: 394653-40-8.mol

Synonyms:methyl 2-amino-2-(oxetan-3-yl)acetate;394653-40-8;394653-44-2;Methyl amino(3-oxetanyl)acetate;MFCD14586433;Methyl2-amino-2-(oxetan-3-yl)acetate;(-)-Methyl 2-amino-2-(oxetan-3-yl)acetate;METHYL AMINO(OXETAN-3-YL)ACETATE;(+/-)-3-OXETANYLGLYCINE METHYL ESTER;SCHEMBL1531508;DTXSID80703906;PEBXHAVHVOZWTQ-UHFFFAOYSA-N;DTXSID401294808;AKOS006352611;PB11945;(-)-Methyl alpha-amino-3-oxetaneacetate;AS-37501;SY280680;CS-0452086;FT-0745948;FT-0771685;(+)-Methyl 2-amino-2-(oxetan-3-yl)acetate;EN300-2935443;A873651;A1-11804;J-506454

Chemical Property of Methyl 2-amino-2-(oxetan-3-yl)acetate

Chemical Property:

• Boiling Point: 201.4 °C at 760 mmHg
• PKA: 6.88±0.50(Predicted)
• Flash Point: 79.2 °C
• PSA: 61.55000
• Density: 1.196 g/cm³
• LogP: -0.16660
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 145.07389321
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99%+, ^*data from raw suppliers

Methyl2-amino-2-(oxetan-3-yl)acetate ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C1COC1)N

Technology Process of Methyl 2-amino-2-(oxetan-3-yl)acetate

There total 1 articles about Methyl 2-amino-2-(oxetan-3-yl)acetate 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: 81.3%

N-benzyloxycarbonyl-α,β-didehydro-(3-oxetanyl)glycine methyl ester (394653-39-5) → methyl 2-amino-2-(oxetan-3-yl)acetate (394653-40-8,394653-41-9,394653-44-2)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; In methanol; dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/j.ejmech.2021.113715

Reference yield: 88.0%

benzyl chloroformate (501-53-1,94274-21-2) + methyl 2-amino-2-(oxetan-3-yl)acetate (394653-40-8,394653-41-9,394653-44-2) → methyl 2-(benzyloxycarbonylamino)-2-(oxetan-3-yl)acetate (1255717-04-4)

Guidance literature:

With sodium carbonate; In acetonitrile; at 20 ℃;

DOI:10.1002/cmdc.201400045

Reference yield: 41.0%

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + methyl 2-amino-2-(oxetan-3-yl)acetate (394653-40-8,394653-41-9,394653-44-2) → methyl 2-(benzyloxycarbonylamino)-2-(oxetan-3-yl)acetate (1255717-04-4)

Guidance literature:

With triethylamine; at 20 ℃; for 12h;

upstream raw materials:

N-benzyloxycarbonyl-α,β-didehydro-(3-oxetanyl)glycine methyl ester

Downstream raw materials:

2-amino-2-(oxetan-3-yl)acetic acid

(S)-methyl 2-(benzyloxycarbonylamino)-2-(oxetan-3-yl)acetate

C₁₃H₁₅NO₅

methyl 2-(benzyloxycarbonylamino)-2-(oxetan-3-yl)acetate

Refernces

• 1、 -. "FUSED MORPHOLINOPYRIMIDINES AND METHODS OF USE THEREOF". Paragraph 1173. . Retrieved 2017/05/14.
• 2、 -. "SPIROCYCLIC HAT INHIBITORS AND METHODS FOR THEIR USE". Page/Page column 750; 751. . Retrieved 2016/04/10.