tert-Butyl ((1S,2R)-2-aminocyclohexyl)carbamate

Base Information

• Chemical Name: tert-Butyl ((1S,2R)-2-aminocyclohexyl)carbamate
• CAS No.: 365996-30-1
• Molecular Formula: C11H22 N2 O2
• Molecular Weight: 214.308
• Hs Code.: 2924299090
• European Community (EC) Number: 690-960-2,806-388-5
• DSSTox Substance ID: DTXSID50363874
• Nikkaji Number: J3.592.837E
• Wikidata: Q72510707
• Mol file: 365996-30-1.mol

Synonyms:365996-30-1;tert-Butyl ((1S,2R)-2-aminocyclohexyl)carbamate;tert-butyl N-[(1S,2R)-2-aminocyclohexyl]carbamate;1-N-BOC-1,2-CIS-CYCLOHEXYLDIAMINE;tert-butyl (1S,2R)-2-aminocyclohexylcarbamate;184954-75-4;N-Boc-1(S),2(R)-diaminocyclohexane;tert-butyl((1S,2R)-2-aminocyclohexyl)carbamate;Carbamic acid, [(1S,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester (9CI);Carbamic acid, [(1S,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester;Tert-butyl [(1S,2R)-2-aminocyclohexyl]carbamate;cis-N1-(tert-Butoxycarbonyl)-1,2-cyclohexanediamine;Cis-(1S, 2R)-1N-Boc-cyclohexane-1,2-diamine;MFCD09952105;(1S,2R)-N1-(tert-Butoxycarbonyl)-1,2-cyclohexanediamine;(1S,2R)-N1-Boc-1,2-cyclohexanediamine;SCHEMBL555255;(1S,2R)-1,2-Diaminocyclohexane, N1-BOC protected;DTXSID50363874;BCP07705;CS-M0840;CX1043;MFCD07367780;ZB0733;AKOS005138005;AKOS015894555;AM62712;SS-4351;1-N-BOC-1,2-CISCYCLOHEXYLDIAMINE;AC-31018;B3483;cis-2-tert-butoxycarbonylaminocyclohexylamine;(1S,2R)-1-(Boc-amino)-2-Aminocyclohexane;(1S,2R)-2-Amino-1-(Boc-amino)cyclohexane;J3.592.837E;tert-butyl(1S,2R)-2-aminocyclohexylcarbamate;cis-2-(tert-butoxycarbonyl)aminocyclohexylamine;T70470;tert butyl (1S,2R)-2-aminocyclohexylcarbamate;1-N-Boc-1,2-cis-cyclohexyldiamine, AldrichCPR;EN300-6733389;tert butyl (1S, 2R)-2-aminocyclohexylcarbamate;A823308;N-Boc-1(S),2(R)-diaminocyclohexane, AldrichCPR;tert-Butyl=[(1S,2R)-2-aminocyclohexyl]carbamate;(1S, 2R)-N1-tert-Butoxycarbonyl-1,2-cyclohexanediamine;(1S,2R)-N1-tert-Butoxycarbonyl-1,2-cyclohexanediamine;(1S,2R)-2-Amino-1-(tert-butoxycarbonylamino)cyclohexane;(1S,2R)-cis-N-Boc-1,2-cyclohexanediamine, >=95% (GC);2-Methyl-2-propanyl [(1S,2R)-2-aminocyclohexyl]carbamate;tert-butyl N-[(1S,2R)-2-aminocyclohexyl]carbamate >97%ee;((1S,2R)-2-Amino-cyclohexyl)-carbamic acid tert-butyl ester;Carbamic acid, N-[(1S,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester

Chemical Property of tert-Butyl ((1S,2R)-2-aminocyclohexyl)carbamate

Chemical Property:

• Vapor Pressure: 0.000286mmHg at 25°C
• Refractive Index: 1.488
• Boiling Point: 322.1°Cat760mmHg
• PKA: 12.26±0.40(Predicted)
• Flash Point: 148.6°C
• PSA: 64.35000
• Density: 1.02g/cm³
• LogP: 2.87220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.168127949
• Heavy Atom Count: 15
• Complexity: 223

Purity/Quality:

98% ^*data from raw suppliers

(1S,2R)-N1-(tert-Butoxycarbonyl)-1,2-cyclohexanediamine >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCCCC1N
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H]1CCCC[C@H]1N

Technology Process of tert-Butyl ((1S,2R)-2-aminocyclohexyl)carbamate

There total 24 articles about tert-Butyl ((1S,2R)-2-aminocyclohexyl)carbamate 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:

(1S,2S)-trans-2-aminocyclohexanol (931-15-7,931-16-8,6850-38-0,6982-39-4,33092-82-9,38898-70-3,74111-21-0,108267-20-5) → tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate (365996-30-1)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂

2: 94 percent / pyridine

3: 47 percent / NaN₃ / dimethylformamide

4: H₂ / Pd/C

With pyridine; sodium azide; hydrogen; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.05.068

Reference yield:

(1R,2S)-2-(N-tert-butyloxycarbonylamino)-1-azidocyclohexane (365996-29-8) → tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate (365996-30-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; at 20 ℃; for 3.5h; under 1810.02 - 2068.59 Torr;

DOI:10.1021/ol034933m

Reference yield:

(1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol (121282-70-0,145166-06-9,477584-30-8) → tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate (365996-30-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / pyridine

2: 47 percent / NaN₃ / dimethylformamide

3: H₂ / Pd/C

With pyridine; sodium azide; hydrogen; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.05.068

upstream raw materials:

(1R,2S)-2-(N-tert-butyloxycarbonylamino)-1-azidocyclohexane

di-tert-butyl dicarbonate

(1S,2S)-trans-2-aminocyclohexanol

cyclohexane-1,2-epoxide

Downstream raw materials:

(+/-)-cis-N-[(5-Methyl-4,5,6,7-tetrahydrothiazolo-[5,4-c]pyridin-2-yl)carbonyl]-1,2-cyclohexanediamine

(+/-)-cis-N₁-Benzyl-N₂-tert-butoxycarbonyl-1,2-cyclohexanediamine

(+/-)-cis-N-[(5-Methyl-4,5,6,7-tetrahydrothiazolo [5,4-c]pyridin-2-yl)carbonyl]-1,2-cyclohexanediamine hydrochloride

tert-butyl ((1S,2R)-2-[(2-chloro-6-methylquinazolin-4-yl)amino]cyclohexyl)carbamate

Refernces

• 1、 -. "SOLID STATE FORMS OF FUSED HETEROAROMATIC PYRROLIDINONES". Paragraph 0301. . Retrieved 2016/07/05.
• 2、 -. "NOVEL NICOTINAMIDE DERIVATIVE OR SALT THEREOF". Paragraph 1428; 1429. . Retrieved 2014/10/29.