Boc-Phe-Ser-Ome

Base Information

• Chemical Name: Boc-Phe-Ser-Ome
• CAS No.: 34290-59-0
• Molecular Formula: C18H26N2O6
• Molecular Weight: 366.414
• Mol file: 34290-59-0.mol

Synonyms:L-Serine,N-[N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl]-, methyl ester;Serine, N-(N-carboxy-3-phenyl-L-alanyl)-,N-tert-butyl methyl ester, L- (8CI);NSC 343957;tert-Butyloxycarbonyl-L-phenylalanyl-L-serine methyl ester;

Chemical Property of Boc-Phe-Ser-Ome

Chemical Property:

• Vapor Pressure: 3.65E-15mmHg at 25°C
• Melting Point: 88-89 °C
• Refractive Index: 1.525
• Boiling Point: 598.3 °C at 760 mmHg
• PKA: 11.27±0.46(Predicted)
• Flash Point: 315.7 °C
• PSA: 113.96000
• Density: 1.192 g/cm³
• LogP: 1.55430

Purity/Quality:

98%min ^*data from raw suppliers

BOC-PHE-SER-OME 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-Phe-Ser-Ome

There total 5 articles about Boc-Phe-Ser-Ome 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: 87.0%

(S)-serine methyl ester (2788-84-3) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate (34290-59-0)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4020(97)00879-X

Reference yield: 84.0%

(S)-serine methyl ester (2788-84-3) + 2,4-dioxo-3-azaspiro[5.5]undecan-3-yl (tert-butoxycarbonyl)-L-phenylalaninate (1280225-79-7) → (S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate (34290-59-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1016/j.tetasy.2016.04.007

Reference yield: 83.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) → (S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate (34290-59-0)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 13h;

DOI:10.1002/cmdc.202100451

upstream raw materials:

(S)-serine methyl ester

N-tert-butoxycarbonyl-L-phenylalanine

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

Boc-Phe-ONSu

Downstream raw materials:

methyl (4S,1'S)-2-[1-(tert-butoxycarbonylamino)-2-phenylethyl]-4,5-dihydrooxazole-4-carboxylate

Boc-Phe-Gly(SEt)-OMe

H-Phe-Ser-Pro-Phe-Arg(NO₂)-OBzl

Boc-Phe-Ser-5-Ava-Arg(NO₂)-OBzl

Refernces

• 1、 Vinogradov, Alexander A.,Shimomura, Morito,Kano, Naokazu,Goto, Yuki,Onaka, Hiroyasu,Suga, Hiroaki. "Promiscuous Enzymes Cooperate at the Substrate Level en Route to Lactazole A". supporting information. p. 13886 - 13897. Retrieved 2020/09/21.
• 2、 Rao, B. Leelamaheswara,Nowshuddin, Shaik,Jha, Anjali,Divi, Murali K.,Rao. "3-Azaspiro[5,5]undecan-2,4-dioxo-3-yl diphenyl phosphate (ASUD-diphenyl phosphate), a new reagent for the synthesis of the N-protected amino acid-ASUD ester". . p. 487 - 491. Retrieved 2016/06/06.