Methyl N,N-dibenzyl-D-serinate

Base Information

• Chemical Name: Methyl N,N-dibenzyl-D-serinate
• CAS No.: 202478-34-0
• Molecular Formula: C18H21 N O3
• Molecular Weight: 299.37
• DSSTox Substance ID: DTXSID50444511
• Nikkaji Number: J2.317.156B
• Wikidata: Q82262662
• Mol file: 202478-34-0.mol

Synonyms:202478-34-0;Methyl N,N-dibenzyl-D-serinate;methyl (2r)-2-(dibenzylamino)-3-hydroxypropanoate;METHYL DIBENZYL-D-SERINATE;N,N-Dibenzyl-D-serine methyl ester;SCHEMBL83747;DTXSID50444511;n N-Dibenzyl-d-serine methyl ester&;CS-0449440;C92625

Chemical Property of Methyl N,N-dibenzyl-D-serinate

Chemical Property:

• Refractive Index: n20/D 1.5590(lit.)
• PSA: 49.77000
• Density: 1.201 g/mL at 25 °C(lit.)
• LogP: 2.22270
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 299.15214353
• Heavy Atom Count: 22
• Complexity: 302

Purity/Quality:

99% ^*data from raw suppliers

METHYL (2R)-2-(DIBENZYLAMINO)-3-HYDROXY-PROPANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CO)N(CC1=CC=CC=C1)CC2=CC=CC=C2
• Isomeric SMILES: COC(=O)[C@@H](CO)N(CC1=CC=CC=C1)CC2=CC=CC=C2

Technology Process of Methyl N,N-dibenzyl-D-serinate

There total 3 articles about Methyl N,N-dibenzyl-D-serinate 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: 95.0%

benzyl bromide (100-39-0) + R-(-)-serine methyl ester hydrochloride (5874-57-7) → (R)-methyl 2-(dibenzylamino)-3-hydroxypropanoate (202478-34-0)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1039/b002707n

Reference yield: 95.0%

D-serine methyl ester (2104-89-4,2788-84-3,24184-43-8) + benzyl bromide (100-39-0) → (R)-methyl 2-(dibenzylamino)-3-hydroxypropanoate (202478-34-0)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; dimethyl sulfoxide; for 15h; Heating;

DOI:10.1021/ol060700u

Reference yield:

D-serine methyl ester (2104-89-4,2788-84-3,24184-43-8) + benzyl chloride (100-44-7) → (R)-methyl 2-(dibenzylamino)-3-hydroxypropanoate (202478-34-0)

Guidance literature:

With sodium hydrogencarbonate; sodium iodide; at 0 ℃; for 12h; Reflux;

upstream raw materials:

D-serine methyl ester

benzyl bromide

R-(-)-serine methyl ester hydrochloride

benzyl chloride

Downstream raw materials:

[2R]-dibenzylamino-3-(tetrahydropyran-2-yloxy)propionic acid methyl ester

(S)-methyl 3-(dibenzylamino)-2-morpholinopropanoate

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

(R)-N-benzyl-2-(dibenzylamino)-3-methoxypropanamide