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N-Cbz-N'-Boc-L-lysine dicyclohexylamine

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Name

N-Cbz-N'-Boc-L-lysine dicyclohexylamine

EINECS 218-663-1
CAS No. 2212-76-2 Density N/A
PSA 125.99000 LogP 7.47510
Solubility N/A Melting Point 154-156 °C
Formula C19H28N2O6.C12H23N Boiling Point 587 °C at 760 mmHg
Molecular Weight 561.762 Flash Point 308.8 °C
Transport Information N/A Appearance white crystals
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 2212-76-2 (Z-LYS(BOC)-OH DCHA) Hazard Symbols N/A
Synonyms

N2-((Benzyloxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysine, compound with dicyclohexylamine (1:1);N-cyclohexylcyclohexanamine; (2S)-2-phenylmethoxycarbonylamino-6-(tert-butoxycarbonylamino)hexanoic acid;Z-LYS(BOC)-OH DCHA;N-α-Z-N-ε-Boc-L-lysine dicyclohexylamine salt;Z-Lys(Boc)-OH.DCHA;Cbz-Lys(Boc)-OH·DCHA;Z-Lys(Boc)-OH·DCHA;

Article Data 3

N-Cbz-N'-Boc-L-lysine dicyclohexylamine Synthetic route

19506-72-0

benzyl-8-quinolyl carbonate

24424-99-5

di-tert-butyl dicarbonate

657-27-2, 10098-89-2

L-Lysine hydrochloride

101-83-7

N-cyclohexyl-cyclohexanamine

2212-76-2

Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

Conditions
ConditionsYield
Multistep reaction;91%
2389-60-8

Z-Lys(Boc)-OH

101-83-7

N-cyclohexyl-cyclohexanamine

2212-76-2

Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

Conditions
ConditionsYield
In Isopropyl acetate
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

2212-76-2

Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

3338-34-9

Z-Lys(-Boc)-Osu

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 0℃;98%
Stage #1: Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt With sulfuric acid In ethyl acetate for 0.5h;
Stage #2: 1-hydroxy-pyrrolidine-2,5-dione With dicyclohexyl-carbodiimide In ethyl acetate at 20℃; for 20h;
95%
5680-79-5

glycine ethyl ester hydrochloride

2212-76-2

Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

10342-52-6

Nα-Benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysylglycine Methyl Ester

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0 - 25℃;90%
2212-76-2

Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

122-80-5

N-acetyl-p-phenylenediamine

139009-82-8

N2-(benzyloxycarbonyl)-N6-(tert-butoxycarbonyl)-L-lysin-4-acetamidoanilide

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide 1) 0-5 deg C, 1 h, 2) room temperature, 4 h;72%
2212-76-2

Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

2389-49-3

Nα-(benzyloxycarbonyl)-Nε-(tert-butoxycarbonyl)-L-lysine methyl ester

Conditions
ConditionsYield
(i) ion-exchange resin + form>, EtOH, (ii) /BRN= 102415/, Et2O; Multistep reaction;
2491-20-5

L-alanine methyl ester hydrochloride

2212-76-2

Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

50466-60-9

Cbz-Lys(Boc)-Ala-OMe

Conditions
ConditionsYield
With 4-methyl-morpholine; chloroformic acid ethyl ester 1.) THF, -15 deg C, 2.) H2O, THF, -15 deg to r.t., 45 h; Yield given. Multistep reaction;
53518-15-3

Coumarin 151

2212-76-2

Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

73496-37-4

7-(Nα-Z-Nε-Boc-L-Lysinamido)-4-(trifluoromethyl)-coumarin

Conditions
ConditionsYield
With 4-methyl-morpholine; toluene-4-sulfonic acid; isobutyl chloroformate Yield given. Multistep reaction;
2212-76-2

Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

110-58-7

1-pentanamine

159360-26-6

N2-(benzyloxycarbonyl)-N6-<(tert-butoxy)carbonyl>-N1-pentyllysinamid

Conditions
ConditionsYield
Yield given. Multistep reaction;
25887-81-4

bis(p-nitrophenyl)sulfite

2212-76-2

Nα-benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

2212-69-3

N2-benzyloxycarbonyl-N6-t-butoxycarbonyl-L-lysine 4-nitrophenyl ester

Conditions
ConditionsYield
(i) aq. citric acid, Et2O, (ii) /BRN= 1893948/, Py; Multistep reaction;

N-Cbz-N'-Boc-L-lysine dicyclohexylamine Specification

The IUPAC name of Z-Lys(Boc)-OH DCHA is N-cyclohexylcyclohexanamine; (2S)-6-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(phenylmethoxycarbonylamino)hexanoic acid . With the CAS registry number 2212-76-2, it is also named as N2-((Benzyloxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysine, compound with dicyclohexylamine (1:1) ; (2S)-2-{[(Benzyloxy)carbonyl]amino}-6-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)hexanoic acid - N-cyclohexylcyclohexanamine (1:1) ; L-lysine, N~6~-[(1,1-dimethylethoxy)carbonyl]-N~2~-[(phenylmethoxy)carbonyl]-, compd. with N-cyclohexylcyclohexanamine (1:1) .

The Z-Lys(Boc)-OH DCHA is white crystals which should be stored at the temperature of 2-8°C. It can be used as pharmaceutical intermediates. The product's categories are Z-amino acids and derivatives.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.14 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 1.18 ; (4)ACD/LogD (pH 7.4): -0.36 ; (5)ACD/BCF (pH 5.5): 1.57 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 13.34 ; (8)ACD/KOC (pH 7.4): 1 ; (9)#H bond acceptors: 8 ; (10)#H bond donors: 3 ; (11)#Freely Rotating Bonds: 12 ; (12)Enthalpy of Vaporization: 92.2 kJ/mol ; (13)Vapour Pressure: 1.26E-14 mmHg at 25°C ; (14)Rotatable Bond Count: 14 ; (15)Tautomer Count: 4 ; (16)Exact Mass: 561.377786 ; (17)MonoIsotopic Mass: 561.377786 ; (18)Topological Polar Surface Area: 126 ; (19)Heavy Atom Count: 40 ; (20)Complexity: 599.

People can use the following data to convert to the molecule structure. SMILES: O=C(OC(C)(C)C)NCCCC[C@@H](C(=O)O)NC(=O)OCc1ccccc1.N(C1CCCCC1)C2CCCCC2; InChI: InChI=1/C19H28N2O6.C12H23N/c1-19(2,3)27-17(24)20-12-8-7-11-15(16(22)23)21-18(25)26-13-14-9-5-4-6-10-14;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h4-6,9-10,15H,7-8,11-13H2,1-3H3,(H,20,24)(H,21,25)(H,22,23);11-13H,1-10H2/t15-;/m0./s1.

The Z-Lys(Boc)-OH DCHA has many suppliers, such as  GL Biochem (Shanghai) Ltd., Chengdu Chengnuo New-Tech Co., Ltd., Shanghai Xianchong Chemical Co., Ltd., Sichuan Emei Ronggao Biochemicals Co., Ltd., Sichuan Sangao Biochemical Co., Ltd. and Sinfachem Limited.

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