(S)-3-Z-AMINO-1-DIAZO-3-PHENYL-2-BUTANONE

Base Information

• Chemical Name: (S)-3-Z-AMINO-1-DIAZO-3-PHENYL-2-BUTANONE
• CAS No.: 15196-02-8
• Molecular Formula: C18H17 N3 O3
• Molecular Weight: 323.351
• Hs Code.: 2927000090
• Mol file: 15196-02-8.mol

Synonyms:Carbamicacid, [(1S)-3-diazo-2-oxo-1-(phenylmethyl)propyl]-, phenylmethyl ester (9CI);Carbamic acid, [3-diazo-2-oxo-1-(phenylmethyl)propyl]-, phenylmethyl ester,(S)-; Carbamic acid, [a-(diazoacetyl)phenethyl]-, benzyl ester, L- (8CI);Benzyloxycarbonyl-L-phenylalanyldiazomethane;Carbobenzoxy-L-phenylalanyldiazomethane

Chemical Property of (S)-3-Z-AMINO-1-DIAZO-3-PHENYL-2-BUTANONE

Chemical Property:

• Melting Point: 104-105 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 92.79000
• Density: g/cm³
• LogP: 2.86576

Purity/Quality:

98% ^*data from raw suppliers

(S)-3-Z-AMINO-1-DIAZO-3-PHENYL-2-BUTANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-Z-AMINO-1-DIAZO-3-PHENYL-2-BUTANONE

There total 16 articles about (S)-3-Z-AMINO-1-DIAZO-3-PHENYL-2-BUTANONE 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: 98.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-Cbz-L-Phe (1161-13-3) → (S)-3-[(benzyloxycarbonyl)amino]-1-diazo-4-phenyl-2-butanone (15196-02-8)

Guidance literature:

N-Cbz-L-Phe; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; diethyl ether; at -25 ℃; for 0.5h;

diazomethane; In tetrahydrofuran; diethyl ether; at -10 - 20 ℃; for 3h;

DOI:10.1016/j.tetasy.2005.01.049

Reference yield: 73.0%

N-Cbz-L-Phe (1161-13-3) + diazomethyl-trimethyl-silane (18107-18-1) → (S)-3-[(benzyloxycarbonyl)amino]-1-diazo-4-phenyl-2-butanone (15196-02-8)

Guidance literature:

N-Cbz-L-Phe; With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; at 20 ℃; for 0.25h;

diazomethyl-trimethyl-silane; In hexane; dichloromethane; at -10 - 20 ℃;

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (C8H7O2)(NHCHCOO)(CH2C6H5)(CO2C2H5) (109453-49-8) → (S)-3-[(benzyloxycarbonyl)amino]-1-diazo-4-phenyl-2-butanone (15196-02-8)

Guidance literature:

In diethyl ether; at -10 ℃; for 3h;

DOI:10.3390/12051183

upstream raw materials:

diazomethane

N-Cbz-L-Phe

Z-Phe-O-COO-isoBu

(C₈H₇O₂)(NHCHCOO)(CH₂C₆H₅)(CO₂C₂H₅)

Downstream raw materials:

methyl N-(benzyloxycarbonyl)-(3S)-3-amino-4-phenylbutanoate

(3S)-3-(N-benzyloxycarbonylamino)-3-benzyl-2-oxo-1-bromopropane

(S)-3-benzyloxycarbonylamino-4-phenylbutyric acid

(S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate