(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid

Base Information

• Chemical Name: (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid
• CAS No.: 16965-06-3
• Molecular Formula: C₁₃H₂₁F₃N₂O₅
• Molecular Weight: 342.315
• NSC Number: 164662
• Mol file: 16965-06-3.mol

Synonyms:N~2~-(tert-butoxycarbonyl)-N~6~-(trifluoroacetyl)lysine;(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid;MFCD00037104;NSC164662;SCHEMBL1603620;DEIYNDIFGSDDCY-UHFFFAOYSA-N;2-{[(tert-butoxy)carbonyl]amino}-6-(trifluoroacetamido)hexanoic acid;BBL005113;STK014252;2-{[(tert-butoxy)carbonyl]amino}-6-(2,2,2-trifluoroacetamido)hexanoic acid;AKOS005377353;NSC-164662;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid;2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid;SY041408;VS-01556;FT-0657718;EN300-717700;N-alpha-Boc-N-epsilon-trifluoroacetyl-L-lysine;A811130;2-TERT-BUTOXYCARBONYLAMINO-6-(2,2,2-TRIFLUORO-ACETYLAMINO)-HEXANOIC ACID;2-(tert-butoxycarbonylamino)-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid;N2-Boc-N6-(2,2,2-trifluoroacetyl)-L-lysine

Chemical Property of (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid

Chemical Property:

• Vapor Pressure: 9.25E-11mmHg at 25°C
• Melting Point: 102-105 °C
• Refractive Index: 1.449
• Boiling Point: 485.585 °C at 760 mmHg
• PKA: 3.97±0.21(Predicted)
• Flash Point: 247.473 °C
• PSA: 104.73000
• Density: 1.255 g/cm³
• LogP: 2.59490
• Storage Temp.: -15°C
• Solubility.: Soluble in DMSO.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 342.14025626
• Heavy Atom Count: 23
• Complexity: 432

Purity/Quality:

99% ^*data from raw suppliers

N-alpha-Boc-Nε-trifluoroacetyl-L-lysine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCCCNC(=O)C(F)(F)F)C(=O)O
• Uses: Boc-Lys(Tfa)-OH (cas# 16965-06-3) is a compound useful in organic synthesis.

Technology Process of (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid

There total 4 articles about (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid 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: 92.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-6-trifluoroacetylamino-2-aminohexanoic acid (10009-20-8,96193-68-9) → (S)-6-trifluoroacetylamino-2-(tert-butoxycarbonylamino)-hexanoic acid (96561-04-5,16965-06-3)

Guidance literature:

di-tert-butyl dicarbonate; (S)-6-trifluoroacetylamino-2-aminohexanoic acid; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

With hydrogenchloride; In water; N,N-dimethyl-formamide; pH=2;

Reference yield: 68.0%

ethyl trifluoroacetate, (383-63-1) + Boc-Lys-OH (13734-28-6) → (S)-6-trifluoroacetylamino-2-(tert-butoxycarbonylamino)-hexanoic acid (96561-04-5,16965-06-3)

Guidance literature:

In methanol; at 23 ℃; for 3h;

DOI:10.1002/(SICI)1099-1344(1998080)41:8<705::AID-JLCR119>3.0.CO;2-N

Reference yield:

Boc-Lys(Fmoc)-OH (84624-27-1) → (S)-6-trifluoroacetylamino-2-(tert-butoxycarbonylamino)-hexanoic acid (96561-04-5,16965-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine, DMF / 0.05 h

2: methanol; various solvent(s) / 2 h

With piperidine; N,N-dimethyl-formamide; In methanol;

DOI:10.1016/S0040-4039(00)74141-4

upstream raw materials:

S-ethyl trifluoroacetate

Boc-Lys-OH

ethyl trifluoroacetate,

Boc-Lys(Fmoc)-OH

Downstream raw materials:

C₂₀H₂₈F₃N₃O₅

Boc-Lys(COCF₃)-Gly-OCH₂Ph

Boc-Lys(COCF₃)-Lys(COCF₃)-Gly-OCH₂Ph

N-alpha-BOC-N-epsilon-TFA-lysine succinimidyl ester