Boc-Ser(Bzl)-OSu

Base Information

• Chemical Name: Boc-Ser(Bzl)-OSu
• CAS No.: 13650-73-2
• Molecular Formula: C19H24 N2 O7
• Molecular Weight: 392.409
• Hs Code.: 2925190090
• European Community (EC) Number: 690-493-4
• Nikkaji Number: J2.746.650H
• Mol file: 13650-73-2.mol

Synonyms:Boc-Ser(Bzl)-OSu;13650-73-2;(S)-2,5-Dioxopyrrolidin-1-yl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoate;N-(tert-Butoxycarbonyl)-O-benzyl-L-serine N-Succinimidyl Ester;boc-ser(bzl)osu;SCHEMBL2449438;NTFYOALQRQBBDG-AWEZNQCLSA-N;(2,5-dioxopyrrolidin-1-yl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxypropanoate;MFCD00037908;AKOS025405024;L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, 2,5-dioxo-1-pyrrolidinyl ester;AS-46822;B2205;Boc-Ser(Bzl)-OSu, >=97.0% (HPLC);CS-0154515;Boc-O-benzyl-L-serine hydroxysuccinimide ester;N-Boc-O-benzyl-L-serine N-Succinimidyl Ester;Boc-o-benzyl-L-serine hydroxysuccini-mide ester;F10625;J-006855;2,5-dioxopyrrolidin-1-yl O-benzyl-N-t-butoxycarbonyl-L-serinate;(S)-2,5-dioxopyrrolidin-1-yl 3-(benzyloxy)-2-(tert-butoxycarbonylamino)propanoate;L-Serine,N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-,2,5-dioxo-1-pyrrolidinylester;N-(tert-Butoxycarbonyl)-O-benZyl-L-serine N-succinimidyl ester (Boc-L-Ser(BZl)-OSu)

Chemical Property of Boc-Ser(Bzl)-OSu

Chemical Property:

• Melting Point: 106.0 to 110.0 °C
• PKA: 10.28±0.46(Predicted)
• PSA: 111.24000
• Density: 1.28g/cm3
• LogP: 2.03250
• Storage Temp.: −20°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 392.15835111
• Heavy Atom Count: 28
• Complexity: 578

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-O-benzyl-L-serine 4-nitrophenyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(COCC1=CC=CC=C1)C(=O)ON2C(=O)CCC2=O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](COCC1=CC=CC=C1)C(=O)ON2C(=O)CCC2=O
• Uses: Boc-Ser(Bzl)-OSu is a useful reagent for studying pyrimidine-based inhibitors of class II aminoacyl-tRNA synthetases.

Technology Process of Boc-Ser(Bzl)-OSu

There total 3 articles about Boc-Ser(Bzl)-OSu 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: 82.0%

BOC-O-benzyl-L-serine (23680-31-1) + bis(N-hydroxysuccinimide) sulfite (90704-86-2) → 2,5-dioxopyrrolidin-1-yl O-benzyl-N-t-butoxycarbonyl-L-serinate (13650-73-2)

Guidance literature:

With pyridine; In acetonitrile; at 20 ℃; for 1.5h; further solvent, base;

DOI:10.1007/BF01141728

Reference yield: 81.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + BOC-O-benzyl-L-serine (23680-31-1) → 2,5-dioxopyrrolidin-1-yl O-benzyl-N-t-butoxycarbonyl-L-serinate (13650-73-2)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1002/pola.24181

Reference yield: 78.0%

BOC-O-benzyl-L-serine (23680-31-1) + 1,2,2,2-tetrachloroethyl-(N-succinimidyl)carbonate (107960-02-1) → 2,5-dioxopyrrolidin-1-yl O-benzyl-N-t-butoxycarbonyl-L-serinate (13650-73-2)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; acetonitrile; Ambient temperature;

DOI:10.1021/jo00388a005

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

BOC-O-benzyl-L-serine

1,2,2,2-tetrachloroethyl-(N-succinimidyl)carbonate

bis(N-hydroxysuccinimide) sulfite

Downstream raw materials:

Boc-Ser(OBn)-SH

{1-[2-(2-amino-ethylamino)-ethylcarbamoyl]-2-benzyloxy-ethyl}-carbamic acid tert-butyl ester

Boc-Ser(Bzl)-Leu-OH

Boc-Ser(Bzl)-Ala-Hmb-App-OH

Refernces

• 1、 Ikeuchi, Yoshitaka,Khan, Fareha Zafar,Naoya, Onishi,Masashi, Shiotsuki,Toshio, Masuda,Yoshiyuki, Nishio,Fumio, Sanda. "Amino acid-functionalized ethyl cellulose: Synthesis, characterization, and gas permeation properties". . p. 3986 - 3993. Retrieved 2010.
• 2、 Paulsen, Hans,Brieden, Monika,Benz, Guenter. "Branched and Chain-Extended Sugars, XXXI. - Synthesis of the Deferri Form of the Oxygen Analogue of &δ1-Albomycin". . p. 565 - 576. Retrieved 2007/10/02.