boc-Glutaminol

Base Information

• Chemical Name: boc-Glutaminol
• CAS No.: 133565-42-1
• Molecular Formula: C10H20N2O4
• Molecular Weight: 232.28
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID40427151
• Wikidata: Q72510769
• Mol file: 133565-42-1.mol

Synonyms:boc-Glutaminol;133565-42-1;(S)-tert-Butyl (5-amino-1-hydroxy-5-oxopentan-2-yl)carbamate;Boc-L-glutaminol;tert-butyl N-[(2S)-5-amino-1-hydroxy-5-oxopentan-2-yl]carbamate;TERT-BUTYL N-[(2S)-4-CARBAMOYL-1-HYDROXYBUTAN-2-YL]CARBAMATE;Boc-L-Gln-ol;Boc-L-glutaminol, AldrichCPR;SCHEMBL14471734;DTXSID40427151;MFCD00236849;AKOS015894501;AS-39052;Carbamic acid,[(1S)-4-amino-1-(hydroxymethyl)-4-oxobutyl]-,1,1-dimethylethyl ester(9ci)

Chemical Property of boc-Glutaminol

Chemical Property:

• Vapor Pressure: 1.13E-10mmHg at 25°C
• Refractive Index: 1.486
• Boiling Point: 466.7 °C at 760 mmHg
• PKA: 11.94±0.46(Predicted)
• Flash Point: 236.1 °C
• PSA: 101.65000
• Density: 1.135 g/cm³
• LogP: 1.22870
• Storage Temp.: -15°C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 232.14230712
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

BOC-GLUTAMINOL ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCC(=O)N)CO
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCC(=O)N)CO

Technology Process of boc-Glutaminol

There total 3 articles about boc-Glutaminol 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: 93.0%

(S)-methyl 5-amino-2-(tert-butoxycarbonylamino)-5-oxopentanoate (4976-88-9) → tert-butyl N-[(2S)-4-carbamoyl-1-hydroxybutan-2-yl]carbamate (133565-42-1)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;

Reference yield:

C15H26N2O7 (105888-44-6) → tert-butyl N-[(2S)-4-carbamoyl-1-hydroxybutan-2-yl]carbamate (133565-42-1)

Guidance literature:

With sodium tetrahydroborate; In water; N,N-dimethyl-formamide; at -15 ℃; for 0.00833333h; Yield given;

DOI:10.1016/S0040-4039(00)92121-X

Reference yield:

Boc-Gln-OH (13726-85-7) → tert-butyl N-[(2S)-4-carbamoyl-1-hydroxybutan-2-yl]carbamate (133565-42-1)

Guidance literature:

With sodium tetrahydroborate; triethylamine; isobutyl chloroformate; Yield given. Multistep reaction; 1.) THF, -10 deg C, 2.) water, 0 deg C, 1 h;

DOI:10.1016/0040-4039(93)88092-W

upstream raw materials:

Boc-Gln-OH

C₁₅H₂₆N₂O₇

(S)-methyl 5-amino-2-(tert-butoxycarbonylamino)-5-oxopentanoate

Refernces

• 1、 Ho, Mengfei,Chung, James K. K.,Tang, Nancy. "A convenient synthesis of chiral N-Boc-amino ethers as potential peptide bond surrogate units". . p. 6513 - 6516. Retrieved 2007/10/02.