Cbz-o-benzyl-DL-serine

Base Information

• Chemical Name: Cbz-o-benzyl-DL-serine
• CAS No.: 20806-43-3
• Molecular Formula: C18H19NO5
• Molecular Weight: 329.353
• Hs Code.: 2924299090
• NSC Number: 164036
• Mol file: 20806-43-3.mol

Synonyms:cbz-o-benzyl-dl-serine;Cbz-O-benzyl-D-serine;20806-39-7;NSC164036;SCHEMBL1171673;EINECS 244-049-8;AKOS015918400;NSC 164036;NSC-164036;O-Benzyl-N-(benzyloxycarbonyl)-DL-serine;FT-0629775;EN300-1299442;3-(benzyloxy)-2-{[(benzyloxy)carbonyl]amino}propanoic acid

Chemical Property of Cbz-o-benzyl-DL-serine

Chemical Property:

• Vapor Pressure: 2.28E-12mmHg at 25°C
• Refractive Index: 1.58
• Boiling Point: 537.136 °C at 760 mmHg
• PKA: 3.51±0.10(Predicted)
• Flash Point: 278.65 °C
• PSA: 84.86000
• Density: 1.254 g/cm³
• LogP: 2.97370
• Storage Temp.: Store at RT.
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 329.12632271
• Heavy Atom Count: 24
• Complexity: 389

Purity/Quality:

99.5% ^*data from raw suppliers

Cbz-Ser(Bzl)-OH 95+% ^*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)NC(=O)OCC2=CC=CC=C2
• Uses: Cbz-Ser(Bzl)-OH is used in preparation of Aminoamide derivatives as anticancer agents.

Technology Process of Cbz-o-benzyl-DL-serine

There total 20 articles about Cbz-o-benzyl-DL-serine 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: 100.0%

(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid benzyl ester (83824-86-6) → Z-Ser(Bzl)-OH (20806-43-3)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In methanol; for 2h; Ambient temperature;

DOI:10.1246/bcsj.55.3049

Reference yield: 100.0%

Z-Ser(Bz)-OtBu (118867-04-2) → Z-Ser(Bzl)-OH (20806-43-3)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; for 0.75h; Ambient temperature;

DOI:10.1016/S0040-4039(00)79116-7

Reference yield: 100.0%

(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid triisopropylsilanyloxymethyl ester → Z-Ser(Bzl)-OH (20806-43-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Product distribution;

DOI:10.1016/S0040-4039(01)00212-X

upstream raw materials:

O-Benzyl-L-serine

benzyl chloroformate

N-(benzyloxycarbonyl)-L-serine

dibenzyl dicarbonate

Downstream raw materials:

N-(O-benzyl-N-benzyloxycarbonyl-L-seryl)-L-tyrosine methyl ester

O-benzyl-N^α-benzyloxycarbonylserine succinimidyl ester

(S)-methyl 2-((S)-3-(benzyloxy)-2-(benzyloxycarbonylamino)propanamido)-3-hydroxypropanoate

Z-Ser(Bzl)-Pro-Ser-NHNH₂

Refernces

• 1、 -. "METHOD FOR PRODUCING CARBOXYLIC ACID AND ALCOHOL BY HYDROLYSIS OF ESTER". Paragraph 0069; 0070. . Retrieved 2014/11/13.
• 2、 Hang,Tian,Tang,Deng. "Asymmetric synthesis of α-amino acids via cinchona alkaloid-catalyzed kinetic resolution of urethane-protected α-amino acid N-carboxyanhydrides". . p. 12696 - 12697. Retrieved 2007/10/03.