Z-dehydro-Ala-OH

Base Information

• Chemical Name: Z-dehydro-Ala-OH
• CAS No.: 39692-63-2
• Molecular Formula: C11H11 N O4
• Molecular Weight: 221.213
• DSSTox Substance ID: DTXSID90405449
• Nikkaji Number: J1.172.290C
• Wikidata: Q82210012
• Mol file: 39692-63-2.mol

Synonyms:Z-dehydro-Ala-OH;39692-63-2;Z-Dha-OH;2-(phenylmethoxycarbonylamino)prop-2-enoic acid;2-(((Benzyloxy)carbonyl)amino)acrylic acid;MFCD00056722;Z-dehydroalanine;2-[[(Benzyloxy)carbonyl]amino]acrylic Acid;2-(Cbz-amino)-2-propenoic acid;Z-deltaAla-OH;2-(Benzyloxycarbonylamino)acrylic acid;SCHEMBL7306620;N-carbobenzoxyamino-acrylic acid;DTXSID90405449;QCHJVTWVRPQBBU-UHFFFAOYSA-N;AKOS024386421;alpha-benzyloxycarbonylaminoacrylic acid;FD21132;HY-W141860;AS-48971;SY326304;Z-dehydro-Ala-OH, >=96.0% (TLC);2-(((Benzyloxy)carbonyl)amino)acrylicacid;CS-0201656;FT-0734280;2-{[(benzyloxy)carbonyl]amino}prop-2-enoic acid

Chemical Property of Z-dehydro-Ala-OH

Chemical Property:

• Vapor Pressure: 1.79E-07mmHg at 25°C
• Boiling Point: 410.5oC at 760 mmHg
• Flash Point: 202oC
• PSA: 75.63000
• Density: 1.274g/cm3
• LogP: 1.90200
• Storage Temp.: -15°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 221.06880783
• Heavy Atom Count: 16
• Complexity: 282

Purity/Quality:

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

Z-dehydroalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C(=O)O)NC(=O)OCC1=CC=CC=C1

Technology Process of Z-dehydro-Ala-OH

There total 16 articles about Z-dehydro-Ala-OH 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: 70.0%

N-benzyloxycarbonylaspartic acid (4515-21-3) → 2-benzyloxycarbonylamino-acrylic acid (39692-63-2)

Guidance literature:

With sodium hypochlorite; In methanol; water; Heating;

Reference yield: 46.0%

O-benzyl carbamate (621-84-1) + 2-oxo-propionic acid (127-17-3) → 2-benzyloxycarbonylamino-acrylic acid (39692-63-2)

Guidance literature:

With hydroquinone; In benzene; for 6h; Heating;

DOI:10.1021/ja00363a023

Reference yield:

3-{[(1,1-dimethylethoxy)carbonyl]aminooxy}-N-[(phenylmethoxy)carbonyl]-L-serine methyl ester (1067639-93-3) → C16H22N2O7 + 2-benzyloxycarbonylamino-acrylic acid (39692-63-2)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 0 ℃;

DOI:10.1055/s-0032-1317689

upstream raw materials:

O-benzyl carbamate

2-oxo-propionic acid

methyl 2-(benzyloxycarbonylamino)acrylate

methyl (R)-(+)-2-(benzyloxycarbonylamino)-3-chloropropionoate

Downstream raw materials:

N-Benzyloxycarbonyl-2-mercapto-DL-alanin

N-(Benxyloxycarbonyl)dehydroalanine benzyl ester

2-(2-Benzyloxycarbonylamino-acryloylamino)-3-hydroxy-butyric acid methyl ester

benzyloxycarbonyldehydroalaninamide