Z-D-Ser-obzl

Base Information

• Chemical Name: Z-D-Ser-obzl
• CAS No.: 53933-06-5
• Molecular Formula: C18H19 N O5
• Molecular Weight: 329.353
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60427173
• Wikidata: Q82239877
• Mol file: 53933-06-5.mol

Synonyms:Z-D-SER-OBZL;53933-06-5;N-CBZ-D-Serine benzyl ester;Z-D-serine benzyl ester;benzyl (2R)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoate;SCHEMBL17446717;DTXSID60427173;MFCD00237364;AKOS027327890;Benzyl ((benzyloxy)carbonyl)-D-serinate;AS-46924;C-2296;F10930;(R)-benzyl 2-(benzyloxycarbonylamino)-3-hydroxypropanoate

Chemical Property of Z-D-Ser-obzl

Chemical Property:

• PSA: 88.35000
• LogP: 2.22150
• XLogP3: 2.2
• 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:

98%,99%, ^*data from raw suppliers

Z-D-serine benzyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(CO)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)[C@@H](CO)NC(=O)OCC2=CC=CC=C2

Technology Process of Z-D-Ser-obzl

There total 6 articles about Z-D-Ser-obzl 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: 92.0%

N-(benzyloxycarbonyl)-D-serine (6081-61-4) + benzyl bromide (100-39-0) → L-(benzyloxycarbonyl)amino serine benzyl ester (53933-06-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

Reference yield:

N-(benzyloxycarbonyl)-L-serine (1145-80-8) + benzyl bromide (100-39-0) → L-(benzyloxycarbonyl)amino serine benzyl ester (53933-06-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → L-(benzyloxycarbonyl)amino serine benzyl ester (53933-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran; water / 2 h / 0 - 20 °C / Inert atmosphere

2.1: caesium carbonate / methanol; water / 0.25 h / 0 - 20 °C / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere

With sodium hydrogencarbonate; caesium carbonate; In tetrahydrofuran; methanol; water;

DOI:10.1039/c7ob03204h

upstream raw materials:

N-(benzyloxycarbonyl)-D-serine

toluene-4-sulfonic acid

benzyl alcohol

benzyl bromide

Downstream raw materials:

N-benzyloxycarbonyl-O-carbamoyl-D-serine benzyl ester

N-Benzyloxycarbonyl-O--D-serin-benzylester