Cbz-D-Phenylalaninal

Base Information

• Chemical Name: Cbz-D-Phenylalaninal
• CAS No.: 63219-70-5
• Molecular Formula: C17H17NO3
• Molecular Weight: 283.327
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID00444829
• Nikkaji Number: J315.335E
• Wikidata: Q72440870
• Mol file: 63219-70-5.mol

Synonyms:Cbz-D-Phenylalaninal;63219-70-5;(R)-Benzyl (1-oxo-3-phenylpropan-2-yl)carbamate;BENZYL N-[(2R)-1-OXO-3-PHENYLPROPAN-2-YL]CARBAMATE;benzyl (R)-(1-oxo-3-phenylpropan-2-yl)carbamate;(R)-(+)-2-(Benzylcarbonylamino)-3-phenylpropanal;SCHEMBL3132344;DTXSID00444829;HZDPJHOWPIVWMR-MRXNPFEDSA-N;MFCD01317841;AKOS016844261;AC-23794;DS-14326;CS-0062212;I11554;(R)-2-(Benzyloxycarbonylamino)-3-phenylpropanal;A923582;benzyl((2R)-1-oxo-3-phenylpropan-2-yl)carbamate

Chemical Property of Cbz-D-Phenylalaninal

Chemical Property:

• Boiling Point: 482.266 °C at 760 mmHg
• Flash Point: 183.494 °C
• PSA: 55.40000
• Density: 1.168g/cm³
• LogP: 3.11390
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 283.12084340
• Heavy Atom Count: 21
• Complexity: 320

Purity/Quality:

98% ^*data from raw suppliers

(R)-Benzyl(1-oxo-3-phenylpropan-2-yl)carbamate 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)CC(C=O)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)C[C@H](C=O)NC(=O)OCC2=CC=CC=C2

Technology Process of Cbz-D-Phenylalaninal

There total 29 articles about Cbz-D-Phenylalaninal 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%

benzyl 1-benzyl-2,2-dimethoxyethylcarbamate (59830-61-4) → N-benzyloxycarbonyl-2-amino-3-phenylpropionaldehyde (59830-60-3,63219-70-5,68474-26-0)

Guidance literature:

With formic acid; water; at 20 - 25 ℃; for 8h;

Reference yield: 92.0%

aqueous sodium hypochlorite + N-((benzyloxy)carbonyl)-L-phenylalaninol (6372-14-1) → N-benzyloxycarbonyl-2-amino-3-phenylpropionaldehyde (59830-60-3,63219-70-5,68474-26-0)

Guidance literature:

With potassium iodide; sodium bromide; cyfluthrin; sodium hydrogencarbonate; sodium thiosulfate; In potassium hydrogensulfate; dichloromethane; water;

Reference yield: 90.0%

N-(benzyloxycarbonyl)-D-phenylalaninol (58917-85-4) → N-(benzyloxycarbonyl)-D-phenylalaninal (63219-70-5)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium bromide; In dichloromethane; water; at 0 - 5 ℃;

DOI:10.1021/jo951847u

upstream raw materials:

benzyl (1S)-(1-formyl-2-phenylethyl)carbamate

rac-N-benzyloxycarbonyl-phenylalanine ethyl ester

(2S)-2-(N-benzyloxycarbonyl)-amino-3-phenyl propanol

Z-DL-Phe-OH

Downstream raw materials:

((R)-1-Benzyl-2-cyano-2-trimethylsilanyloxy-ethyl)-carbamic acid benzyl ester

(1-Benzyl-2-cyano-2-trimethylsilanyloxy-ethyl)-carbamic acid benzyl ester

rac-dimethyl 2-<2'-(benzyloxycarbonylamino)-3'-phenylpropylidene> malonate

((1S,2R,3S,4R)-1-Benzyl-4-benzyloxycarbonylamino-2,3-dihydroxy-5-phenyl-pentyl)-carbamic acid benzyl ester

Refernces

• 1、 Ivkovic, Jakov,Lembacher-Fadum, Christian,Breinbauer, Rolf. "A rapid and efficient one-pot method for the reduction of N-protected α-amino acids to chiral α-amino aldehydes using CDI/DIBAL-H". . p. 10456 - 10460. Retrieved 2015/11/10.
• 2、 Darko, Ampofo K.,Curran, F. Chris,Copin, Chloé,McElwee-White, Lisa. "Carbonylation of functionalized diamine diols to cyclic ureas: Application to derivatives of DMP 450". experimental part. p. 3976 - 3983. Retrieved 2011/06/25.