L-Tyrosine, N-[(2-propenyloxy)carbonyl]-, 2-propenyl carbonate (ester)

Base Information

• Chemical Name: L-Tyrosine, N-[(2-propenyloxy)carbonyl]-, 2-propenyl carbonate (ester)
• CAS No.: 104669-68-3
• Molecular Formula: C17H19NO7
• Molecular Weight: 349.34
• Mol file: 104669-68-3.mol

Synonyms:

Chemical Property of L-Tyrosine, N-[(2-propenyloxy)carbonyl]-, 2-propenyl carbonate (ester)

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Tyrosine, N-[(2-propenyloxy)carbonyl]-, 2-propenyl carbonate (ester)

There total 1 articles about L-Tyrosine, N-[(2-propenyloxy)carbonyl]-, 2-propenyl carbonate (ester) 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: 89.0%

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) + Allyl chloroformate (2937-50-0) → N,O-bis-allyloxycarbonyl-L-tyrosine (104669-68-3)

Guidance literature:

With sodium hydroxide; for 1.5h; Cooling with ice;

DOI:10.1021/jm4002988

Reference yield: 100.0%

N,O-bis-allyloxycarbonyl-L-tyrosine (104669-68-3) → L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; tri-n-butyl-tin hydride; acetic acid; In dichloromethane; Product distribution; slectivity of cleavge of allyl and allyloxycarbonyl groups; other amino acid derivatives;

DOI:10.1021/jo00231a027

Reference yield: 71.0%

4-aminobenzenemethanol (623-04-1) + N,O-bis-allyloxycarbonyl-L-tyrosine (104669-68-3) → Carbonic acid allyl ester 4-[(S)-2-allyloxycarbonylamino-2-(4-hydroxymethyl-phenylcarbamoyl)-ethyl]-phenyl ester (728916-20-9)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2005.08.015

upstream raw materials:

L-tyrosine

Allyl chloroformate

Downstream raw materials:

N,O-bis-allyloxycarbonyl-L-tyrosine-(N'-phenyl-hydrazide)

L-tyrosine

Carbonic acid allyl ester 4-[(S)-2-allyloxycarbonylamino-2-(4-hydroxymethyl-phenylcarbamoyl)-ethyl]-phenyl ester

Carbonic acid allyl ester 4-{(S)-2-allyloxycarbonylamino-2-[4-(2-methyl-9,10-dioxo-9,10-dihydro-anthracen-1-ylcarbamoyloxymethyl)-phenylcarbamoyl]-ethyl}-phenyl ester

Refernces

• 1、 Pfeifer, Thomas,Schierhorn, Angelika,Friedemann, Rudolf,Jakob, Mario,Frank, Robert,Schutkowski, Mike,Fischer, Gunter. "Specific fragmentation of thioxo peptides facilitates the assignment of the thioxylated amino acid". . p. 1064 - 1071. Retrieved 2007/10/03.