2-Amino-3-ethoxypropanoic acid

Base Information

• Chemical Name: 2-Amino-3-ethoxypropanoic acid
• CAS No.: 4775-82-0
• Molecular Formula: C₅H₁₁NO₃
• Molecular Weight: 133.147
• Hs Code.: 2922500090
• DSSTox Substance ID: DTXSID90875587
• Mol file: 4775-82-0.mol

Synonyms:2-amino-3-ethoxypropanoic acid;122608-84-8;(s)-2-amino-3-ethoxy-propionic acid, hcl;SERINE, O-ETHYL-;o-Ethyl-l-serine;2-amino-3-ethoxypropanoicacid;SCHEMBL1532102;DTXSID90875587;AKOS011211372;(2S)-2-amino-3-ethoxy-propanoic acid;EN300-296369

Chemical Property of 2-Amino-3-ethoxypropanoic acid

Chemical Property:

• PSA: 72.55000
• LogP: 0.93710
• Water Solubility.: Soluble in water, ethanol.
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 133.07389321
• Heavy Atom Count: 9
• Complexity: 94.2

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-Amino-3-ethoxy-propionicAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOCC(C(=O)O)N
• Uses: O-Ethoxy-L-serine hydrochloride is used as a pharmaceutical intermediate.

Technology Process of 2-Amino-3-ethoxypropanoic acid

There total 1 articles about 2-Amino-3-ethoxypropanoic acid 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%

N-Trt-Ser (85918-05-4) → (S)-2-amino-3-ethoxypropanoic acid (4775-82-0)

Guidance literature:

With acetic acid; In ethanol; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88549-5

Reference yield: 90.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (S)-2-amino-3-ethoxypropanoic acid (4775-82-0) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-ethoxypropanoic acid (1562432-09-0)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; for 16h;

Reference yield:

(S)-2-amino-3-ethoxypropanoic acid (4775-82-0) → (R)-tert-butyl 1-ethoxy-3-hydroxypropan-2-ylcarbamate (666718-81-6)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH / dioxane / 20 °C

2: NEt₃ / tetrahydrofuran / -10 °C

3: 40 percent / NaBH₄ / H₂O / 0 °C

With sodium hydroxide; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1016/j.bmcl.2003.09.088

upstream raw materials:

N-Trt-Ser

Downstream raw materials:

(R)-tert-butyl 1-ethoxy-3-hydroxypropan-2-ylcarbamate

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-ethoxypropanoic acid

Refernces