(R)-3-(Benzyloxy)-2-hydroxypropanoic acid

Base Information

• Chemical Name: (R)-3-(Benzyloxy)-2-hydroxypropanoic acid
• CAS No.: 130111-08-9
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.203
• European Community (EC) Number: 845-286-5
• Nikkaji Number: J2.627.710H
• Mol file: 130111-08-9.mol

Synonyms:(R)-3-(Benzyloxy)-2-hydroxypropanoic acid;130111-08-9;(2R)-2-hydroxy-3-phenylmethoxypropanoic acid;(2R)-3-(benzyloxy)-2-hydroxypropanoic acid;SCHEMBL1768176;AKOS006308332;CS-0104526;D76397;(2R)-2-Hydroxy-3-(phenylmethoxy)propanoic Acid;EN300-7457076

Chemical Property of (R)-3-(Benzyloxy)-2-hydroxypropanoic acid

Chemical Property:

• Boiling Point: 387.0±32.0 °C(Predicted)
• PKA: 3.43±0.11(Predicted)
• PSA: 66.76000
• Density: 1.272±0.06 g/cm3(Predicted)
• LogP: 0.64870
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

(R)-3-(Benzyloxy)-2-hydroxypropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC(C(=O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@H](C(=O)O)O
• Uses: (R)-3-(Benzyloxy)-2-hydroxypropanoic Acid has been used as a reactant for the synthetic preparation of 2-Oxopiperazine derivatives.

Technology Process of (R)-3-(Benzyloxy)-2-hydroxypropanoic acid

There total 9 articles about (R)-3-(Benzyloxy)-2-hydroxypropanoic 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: 96.0%

O-Benzyl-L-serine (4726-96-9,32520-12-0) → (S)-3-(benzyloxy)-2-hydroxypropanoic acid (130111-08-9,127744-27-8)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 0 - 20 ℃; for 22.83h;

DOI:10.1002/anie.202002328

Reference yield: 92.0%

O-benzyl-D-serine (10433-52-0,32520-12-0) → 3-(benzyloxy)-(R)-2-hydroxy-propionic acid (127744-27-8,130111-08-9)

Guidance literature:

With sulfuric acid; water; sodium nitrite; at 0 - 20 ℃; for 27h;

DOI:10.1039/c2cc31669b

Reference yield:

H-Ser(OBn)-OH trifluoroacetate (68761-98-8) → (S)-3-(benzyloxy)-2-hydroxypropanoic acid (130111-08-9,127744-27-8)

Guidance literature:

With tert.-butylnitrite; water; In 1,4-dioxane; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

DOI:10.1016/j.tetlet.2014.05.090

upstream raw materials:

methyl 6-O-benzyl-α-D-galactopyranoside

benzyl chloride

O-benzyl-D-serine

O-Benzyl-L-serine

Downstream raw materials:

methyl (2R)-3-benzyloxy-2-hydroxypropanoate

2-N-acetyl-6-O-allyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-6-O-levulinoyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate

2-N-acetyl-3,4-di-O-benzyl-6-O-prop-1-en-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate

2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate