Z-D-Phe-osu

Base Information

• Chemical Name: Z-D-Phe-osu
• CAS No.: 3397-36-2
• Molecular Formula: C21H20 N2 O6
• Molecular Weight: 396.4
• European Community (EC) Number: 608-935-1
• DSSTox Substance ID: DTXSID801145342
• Mol file: 3397-36-2.mol

Synonyms:Z-D-PHE-OSU;3397-36-2;(2,5-dioxopyrrolidin-1-yl) (2R)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate;(R)-2,5-Dioxopyrrolidin-1-yl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate;MFCD00672535;Z-D-phenylalanine N-hydroxysuccinimide ester;SCHEMBL17039822;DTXSID801145342;AKOS025310362;AS-46898;CS-0364971;F10852;2,5-Dioxopyrrolidin-1-yl ((benzyloxy)carbonyl)-D-phenylalaninate;(R)-2,5-dioxopyrrolidin-1-yl 2-(benzyloxycarbonylamino)-3-phenylpropanoate;N-[(Phenylmethoxy)carbonyl]-D-phenylalanine 2,5-dioxo-1-pyrrolidinyl ester;(R)-2,5-Dioxopyrrolidin-1-yl2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate;N-alpha-BenZyloxycarbonyl-D-phenylalanine succinimidyl ester (CbZ-D-Phe-OSu)

Chemical Property of Z-D-Phe-osu

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 102.01000
• Density: 1.35g/cm³
• LogP: 2.46010
• Storage Temp.: -15°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 396.13213636
• Heavy Atom Count: 29
• Complexity: 594

Purity/Quality:

99% ^*data from raw suppliers

Z-D-phenylalanine N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C(CC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3
• Isomeric SMILES: C1CC(=O)N(C1=O)OC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3

Technology Process of Z-D-Phe-osu

There total 3 articles about Z-D-Phe-osu 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: 62.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Cbz-D-Phe (2448-45-5) → (R)-N-(benzyloxycarbonyl)phenylalanine N-hydroxysuccinimidyl ester (3397-36-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 24 ℃; for 6h;

DOI:10.1002/jps.2600820102

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-Cbz-L-Phe (1161-13-3) → (R)-N-(benzyloxycarbonyl)phenylalanine N-hydroxysuccinimidyl ester (3397-36-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

Reference yield:

→ (R)-N-(benzyloxycarbonyl)phenylalanine N-hydroxysuccinimidyl ester (3397-36-2)

Guidance literature:

Z-D-Phe, N-Hydroxysuccinimid, DCC, in Dioxan;

DOI:10.1021/ja01063a037

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Cbz-D-Phe

N-Cbz-L-Phe

Downstream raw materials:

N-(N-benzyloxycarbonyl-D-phenylalanyl)-p-bis(2-hydroxyethyl)amino-L-phenylalanine benzyl ester

C₂₀H₂₆N₄O₂

(2S,3aS,7aS)-1-[(R)-4-((R)-2-Amino-3-phenyl-propionylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid

C₄₀H₄₄N₄O₆

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