N-(tert-Butoxycarbonyl)-L-tyrosylglycylglycine

Base Information

• Chemical Name: N-(tert-Butoxycarbonyl)-L-tyrosylglycylglycine
• CAS No.: 59481-76-4
• Molecular Formula: C18H25N3O7
• Molecular Weight: 395.412
• DSSTox Substance ID: DTXSID10510701
• Wikidata: Q82369124
• Mol file: 59481-76-4.mol

Synonyms:59481-76-4;N-(tert-Butoxycarbonyl)-L-tyrosylglycylglycine;SCHEMBL11124222;DTXSID10510701;BXPKGWRBRFNSHA-ZDUSSCGKSA-N;N-t-butoxycarbonyl-L-tyrosylglycylglycine

Chemical Property of N-(tert-Butoxycarbonyl)-L-tyrosylglycylglycine

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 395.16925015
• Heavy Atom Count: 28
• Complexity: 566

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)O)C(=O)NCC(=O)NCC(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)NCC(=O)NCC(=O)O

Technology Process of N-(tert-Butoxycarbonyl)-L-tyrosylglycylglycine

There total 8 articles about N-(tert-Butoxycarbonyl)-L-tyrosylglycylglycine 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: 72.0%

N-Boc-L-tyrosyl-glycyl-glycine methyl ester (71460-08-7) → tert-butoxycarbonyl-L-tyrosyl-glycyl-glycine (59481-76-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; methanol; at 20 ℃; for 0.333333h;

Reference yield: 51.0%

methyl (S) [N-(tert-butoxycarbonyl)-O-tert-butyldimethylsilyl]tyrosylglycylglycinate (1332726-69-8) → TBDMS-O-Boc-N-Tyr-Gly-Gly-OH (1332726-72-3) + tyrosylglycylglycine (21778-69-8) + tert-butoxycarbonyl-L-tyrosyl-glycyl-glycine (59481-76-4)

Guidance literature:

With water; lithium hydroxide; In methanol; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1080/10426507.2010.535398

Reference yield:

tert-butoxycarbonyl-L-tyrosine pentachlorophenyl ester (40472-66-0) → tert-butoxycarbonyl-L-tyrosyl-glycyl-glycine (59481-76-4)

Guidance literature:

With hydrogenchloride; palladium; In 4-methyl-morpholine; methanol; potassium hydroxide; diethyl ether; di-isopropyl ether; water; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

Boc-Tyr-OH

Tert-butyloxycarbonyltyrosyl-glycyl-glycine Benzyl Ester

N-Boc-L-tyrosyl-glycyl-glycine methyl ester

tert-butoxycarbonyl-L-tyrosine pentachlorophenyl ester

Downstream raw materials:

Tert-butyloxycarbonyltyrosyl-glycyl-glycyl-phenylalanyl-leucine Benzyl Ester

N-tert-butyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine

N-Boc-L-tyrosyl-glycyl-glycyl-L-β-(adeninyl-N⁹)-α-alanine methyl ester

n-Boc-L-tyrosyl-glycyl-glycl-L-β-(adeninyl-N⁹)-α-alanyl-L-leucine methyl ester