Boc-Ser(Bzl)-OH

Base Information

• Chemical Name: Boc-Ser(Bzl)-OH
• CAS No.: 23680-31-1
• Deprecated CAS: 115155-67-4,133464-29-6,161422-48-6,54784-64-4,62472-61-1,94347-12-3
• Molecular Formula: C15H21NO5
• Molecular Weight: 295.335
• Hs Code.: 2924 29 70
• European Community (EC) Number: 245-820-1
• DSSTox Substance ID: DTXSID70885240
• Nikkaji Number: J242.646C
• Wikidata: Q72448679
• ChEMBL ID: CHEMBL4958658
• Mol file: 23680-31-1.mol

Synonyms:Boc-Ser(Bzl)-OH;23680-31-1;N-Boc-O-benzyl-L-serine;Boc-O-benzyl-L-serine;(S)-3-(Benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acid;N-((1,1-Dimethylethoxy)carbonyl)-O-(phenylmethyl)-L-serine;N-tert-Butoxycarbonyl-O-benzyl-L-serine;o-benzyl-n-(tert-butoxycarbonyl)-l-serine;N-(tert-Butoxycarbonyl)-O-benzyl-L-serine;N-t-Butoxycarbonyl-O-benzyl-L-serine;L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-;O-Benzyl-N-tert-butyloxycarbonylserine;Alanine, 3-(benzyloxy)-N-carboxy-, N-tert-butyl ester, L-;N-[(1,1-Dimethylethoxy)carbonyl]-O-(phenylmethyl)-L-serine;Boc-Ser(Bzl);EINECS 245-820-1;NSC 334364;N-(tert-butoxycarbonyl)-O-benzylserine;(S)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)propanoic acid;L-Serine, N-((1,1-dimethylethoxy)carbonyl)-O-(phenylmethyl)-;o-Benzyl-N-(tert-butoxycarbonyl)serine;MFCD00066063;BocSer(Bzl);BocSer(OBzl);Boc-O-Benzylserine;N-alpha-tert-BOC-o-benzyl-L-serine;Boc-Ser(OBn);Boc-Ser(Bn)-OH;N-BOC-O-benzylserine;O-benzyl Boc-L-serine;BOC-O-benzyl L-serine;(O-benzyl) Boc Serine;Boc-L-Ser(OBzl)-OH;SCHEMBL17051;Boc-Ser(OCH2C6H5)-OH;N-BOC-(O-benzyl)-L-serine;CHEMBL4958658;DTXSID70885240;(2S)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]propanoic acid;(2S)-3-(Benzyl-Oxy)-2-{[(Tert-Butoxy)Carbonyl]Amino}Propanoic Acid;STL466181;t-butyloxycarbonyl-O-benzyl-L-serine;AKOS005175154;AKOS015924244;CS-W004063;HY-W004063;N-t-butyloxycarbonyl-O-benzyl-L-serine;N-(t-butoxycarbonyl)-O-benzyl-L-serine;N-tert-butoxycarbonyl O-benzyl L-serine;O-benzyl-N-(t-butoxycarbonyl)-L-serine;AC-12300;AC-17187;AS-12200;Boc-Ser(Bzl)-OH, >=99.0% (T);N-tert-butyloxycarbonyl-O-benzyl-L-serine;Nalpha-t-butoxycarbonyl-O-benzyl-L-serine;o-Benzyl-N-(tert-butoxycarbonyl)serine #;N-(t-butoxycarbonyl)-O-benzyl-(L)-serine;N-tert.-butyloxycarbonyl-o-benzyl-l-serine;Nalpha -t-butoxycarbonyl-O-benzyl-L-serine;AM20040529;B1629;N-(tert-Butyloxycarbonyl)-O-Benzyl-L-Serine;N-alpha-t-Butyloxycarbonyl-O-benzyl-L-serine;EN300-302730;M06197;J-300236;Q-101720;(S)-3-benzyloxy-2-tertbutoxycarbonylaminopropionic acid;(S)-3-benzyloxy-2-(tert butoxycarbonylamino)propionic acid;(2S)-3-Benzyloxy-2-(tert-butoxycarbonylamino)propionic acid;D-Serine,N-(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-;(2S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid;(S)-3-(benzyloxy)-2-((tert-butoxycarbonyl)amino) propanoic acid

Chemical Property of Boc-Ser(Bzl)-OH

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 4.07E-09mmHg at 25°C
• Melting Point: 57-62 °C
• Refractive Index: 22 ° (C=2, EtOH)
• Boiling Point: 456.2 °C at 760 mmHg
• PKA: 3.53±0.10(Predicted)
• Flash Point: 229.7 °C
• PSA: 84.86000
• Density: 1.174 g/cm³
• LogP: 2.57200
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 295.14197277
• Heavy Atom Count: 21
• Complexity: 345

Purity/Quality:

98%min ^*data from raw suppliers

N-(tert-Butoxycarbonyl)-O-benzyl-L-serine >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(COCC1=CC=CC=C1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](COCC1=CC=CC=C1)C(=O)O
• Uses: N-Boc-O-benzyl-L-serine, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Technology Process of Boc-Ser(Bzl)-OH

There total 18 articles about Boc-Ser(Bzl)-OH 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: 100.0%

→ BOC-O-benzyl-L-serine (23680-31-1)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; for 13h; Heating;

DOI:10.1016/S0040-4020(98)00805-9

Reference yield: 99.0%

(S)-N-(tert-butoxycarbonyl)serine (3262-72-4) + benzyl bromide (100-39-0) → BOC-O-benzyl-L-serine (23680-31-1)

Guidance literature:

(S)-N-(tert-butoxycarbonyl)serine; With sodium hydride; In N,N-dimethyl-formamide;

benzyl bromide; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2012.04.018

Reference yield: 96.0%

(S)-benzyl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoate (69871-79-0) → BOC-O-benzyl-L-serine (23680-31-1)

Guidance literature:

With ammonium acetate; hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 3h;

DOI:10.1016/S0040-4020(98)00882-5

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

O-benzylserine

N-Boc-DL-serine

di-tert-butyl dicarbonate

Downstream raw materials:

(S)-2-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-succinamic acid 4-nitro-benzyl ester

Boc-L-Ser(Bzl)-Gly-OEt

Boc-L-Ser(Bzl)-DCU

C₂₀H₂₉NO₇

Refernces

• 1、 Dai, Sheng-Yao,Deng, Shan,Shen, Fang-Fang,Wong, Alice Sze-Tsai,Wong, Nai-Kei,Yang, Dan. "Mediating K+/H+ Transport on Organelle Membranes to Selectively Eradicate Cancer Stem Cells with a Small Molecule". supporting information. p. 10769 - 10779. Retrieved 2020/07/04.
• 2、 -. "SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF". Page/Page column 81. . Retrieved 2018/03/09.