BOC-GLY-PHE-OBZL

Base Information

• Chemical Name: BOC-GLY-PHE-OBZL
• CAS No.: 5519-03-9
• Molecular Formula: C23H28N2O5
• Molecular Weight: 412.486
• Mol file: 5519-03-9.mol

Synonyms:BOC-GLY-PHE-OBZL

Chemical Property of BOC-GLY-PHE-OBZL

Chemical Property:

• Melting Point: 78-80 °C
• Boiling Point: 603.4±55.0 °C(Predicted)
• PKA: 11.23±0.46(Predicted)
• PSA: 93.73000
• Density: 1.166±0.06 g/cm3(Predicted)
• LogP: 3.76380
• Storage Temp.: -15°C

Purity/Quality:

99%+, ^*data from raw suppliers

Boc-Gly-Phe-OBzl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-GLY-PHE-OBZL

There total 6 articles about BOC-GLY-PHE-OBZL 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: 95.0%

L-phenylalanine benzyl ester p-toluene-sulfonic acid salt (1738-78-9) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → Z-Gly-L-Phe-OBzl (24117-97-3) + 2-(2-tert-butoxycarbonylamino-acetylamino)-3-phenyl-propionic acid benzyl ester (5519-03-9)

Guidance literature:

With potassium hydroxide; bis(o-nitrophenyl)phenylphosphonate; 4 A molecular sieve; trithylamine; tetrabutylammomium bromide; other acids; multistep reaction;

DOI:10.1246/cl.1981.285

Reference yield: 93.0%

BOC-glycine (4530-20-5) + L-Phenylalanine benzyl ester (962-39-0) → 2-(2-tert-butoxycarbonylamino-acetylamino)-3-phenyl-propionic acid benzyl ester (5519-03-9)

Guidance literature:

BOC-glycine; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -15 ℃; for 0.0833333h;

L-Phenylalanine benzyl ester; In tetrahydrofuran; N,N-dimethyl-formamide; at -15 - 20 ℃;

DOI:10.1021/acs.orglett.0c01407

Reference yield: 92.0%

BOC-glycine (4530-20-5) + L-phenylalanine benzyl ester hydrochloride (2462-32-0) → 2-(2-tert-butoxycarbonylamino-acetylamino)-3-phenyl-propionic acid benzyl ester (5519-03-9)

Guidance literature:

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 7.5h;

DOI:10.1002/anie.201807953

upstream raw materials:

N,N-dimethylformamide dibenzyl acetal

N-t-butyloxycarbonylglycyl-L-phenylalanine

L-phenylalanine benzyl ester p-toluene-sulfonic acid salt

N-(Benzyloxycarbonyl)glycine

Downstream raw materials:

NH₂-Gly-Phe-OBn

Refernces

• 1、 Da, Chao-Shan,Du, Zhi-Hong,Qin, Wen-Juan,Tao, Bao-Xiu,Wang, Pei,Xu, Yan-Li,Yuan, Meng. "Peptide-Catalyzed Highly Asymmetric Cross-Aldol Reaction of Aldehydes to Biomimetically Synthesize 1,4-Dicarbonyls". supporting information. . Retrieved 2020/06/08.
• 2、 Bai, Zengbing,Cai, Chuangxu,Yu, Zonglun,Wang, Huan. "Backbone-Enabled Directional Peptide Macrocyclization through Late-Stage Palladium-Catalyzed δ-C(sp2)?H Olefination". supporting information. p. 13912 - 13916. Retrieved 2018/09/27.