Cas no 121282-70-0 (tert-butyl N-[trans-2-hydroxycyclohexyl]carbamate)

tert-butyl N-[trans-2-hydroxycyclohexyl]carbamate structure
121282-70-0 structure
Product Name:tert-butyl N-[trans-2-hydroxycyclohexyl]carbamate
CAS No:121282-70-0
MF:C11H21NO3
MW:215.289343595505
MDL:MFCD04974283
CID:133294
PubChem ID:10921888
Update Time:2024-11-03

tert-butyl N-[trans-2-hydroxycyclohexyl]carbamate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl (trans-2-hydroxycyclohexyl)carbamate
    • Carbamic acid,N-[(1R,2R)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester, rel-
    • tert-butyl 2-hydroxycyclohexylcarbamate
    • (+/-)-trans-(1-pyrrolidinyl)cyclopentan-2-ol
    • (1R,2R)-2-(pyrrolidin-1-yl)cyclopentan-1-ol
    • (1S,2S)-1-hydroxy-2-tert-butoxycarbonylamino-cyclohexane
    • (1S,2S)-2
    • (1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol
    • 2-(pyrrolidin-1-yl)cyclopentanol
    • AK-95886
    • KB-61863
    • RL03170
    • SBB051145
    • tert-butyl (1S,2S)-N-(2-hydroxycyclohexyl)carbamate
    • trans-2-(pyrrolidin-1-yl)cyclopentanol
    • trans-2-(tert-Butoxycarbonylamino)-cyclohexanol
    • 1R,2R-Boc-2-aMinocyclohexanol
    • trans-N-Boc-2-aminocyclohexanol
    • tert-Butyl (trans-2-hydroxycyclohexyl)
    • tert-butyl (2-hydroxycyclohexyl)carbaMate
    • tert-butyl (1R,2R)-2-hydroxycyclohexylcarbamate
    • Boc-(+/-)-trans-2-aminocyclohexanol
    • tert-butyl ((1R,2R)-2-hydroxycyclohexyl)carbamate
    • (1R,2R)-trans-N-Boc-2-aminocyclohexanol
    • tert-butyl N-[(1R,2R)-2-hydroxycyclohexyl]carbamate
    • trans-1-(Boc-Amino)-2-hydroxycyclohexane
    • trans-2-(Boc-amino)cyclohexanol
    • PubChem19549
    • XVROWZPERFUOCE-RKDXNWHRSA-N
    • tert-butyl N-[trans-2-hydroxycyclohexyl]carbamate
    • EN300-154306
    • Carbamic acid, N-[(1R,2R)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester
    • tert-butyl(1R,2R)-2-hydroxycyclohexylcarbamate
    • AKOS015911497
    • A850192
    • EN300-1272081
    • SCHEMBL1670964
    • racemic (trans-2-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester
    • 155975-19-2
    • racemic trans-(2-hydroxy-cyclohexyl)-carbamic acid tert-butyl ester
    • rac-tert-butyl N-[(1R,2R)-2-hydroxycyclohexyl]carbamate
    • (1R,2R) (2-Hydroxycyclohexyl)-carbamic acid tert-butyl ester
    • Carbamic acid, [(1R,2R)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester
    • Trans-tert-butyl 2-hydroxycyclohexyl)carbamate
    • (1R,2R)-1-(Boc-Amino)-2-hydroxycyclohexane
    • J-524324
    • 121282-70-0
    • (1R, 2R)-N-tert-Butoxycarbonyl-2-hydroxycyclohexylamine
    • CS-0058568
    • A883606
    • DS-3672
    • tert-butyl((1R,2R)-2-hydroxycyclohexyl)carbamate
    • AM9705
    • trans-tert-butyl 2-hydroxycyclohexylcarbamate
    • P15625
    • (1R,2R)-trans-N-Boc-2-aminocyclohexanol, >=95.0% (GC)
    • (1R,2R)-N-Boc-2-Aminocyclohexanol
    • tert-Butyl (1R,2R)-2-hydroxycyclohexyl;trans-2-(Boc-amino)cyclohexanol
    • MFCD11656036
    • MFCD04974283
    • Carbamic acid, (2-hydroxycyclohexyl)-, 1,1-dimethylethyl ester, trans- (ZCI)
    • Carbamic acid, [(1R,2R)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester, rel- (9CI)
    • rel-1,1-Dimethylethyl N-[(1R,2R)-2-hydroxycyclohexyl]carbamate (ACI)
    • MDL: MFCD04974283
    • Inchi: 1S/C11H21NO3/c1-11(2,3)15-10(14)12-8-6-4-5-7-9(8)13/h8-9,13H,4-7H2,1-3H3,(H,12,14)/t8-,9-/m1/s1
    • InChI Key: XVROWZPERFUOCE-RKDXNWHRSA-N
    • SMILES: O[C@@H]1CCCC[C@H]1NC(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 215.15214353g/mol
  • Monoisotopic Mass: 215.15214353g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 222
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 58.6
  • XLogP3: 1.6

tert-butyl N-[trans-2-hydroxycyclohexyl]carbamate Security Information

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tert-butyl N-[trans-2-hydroxycyclohexyl]carbamate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Triethylamine ,  Palladium Solvents: Ethyl acetate ;  overnight, rt
Reference
Intramolecular azide-alkyne [3 + 2] cycloaddition: versatile route to new heterocyclic structural scaffolds
Li, Rongti; Jansen, Daniel J.; Datta, Apurba, Organic & Biomolecular Chemistry, 2009, 7(9), 1921-1930

Production Method 2

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate
Reference
One-pot transformation of the azido-group to the N-(tert-butoxycarbonyl)amino group
Saito, Seiki; Nakajima, Hitoshi; Inaba, Masami; Moriwake, Toshio, Tetrahedron Letters, 1989, 30(7), 837-8

Production Method 3

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ;  1.5 h, reflux
1.2 4 h, rt
Reference
Synthesis of annulated 1,4-dioxanes and perhydro-1,4-oxazines by domino-Wacker-carbonylation and domino-Wacker-Mizoroki-Heck reactions
Tietze, Lutz F.; Heins, Arne; Soleiman-Beigi, Mohammad; Raith, Christian, Heterocycles, 2009, 77(2), 1123-1146

Production Method 4

Reaction Conditions
1.1 Reagents: Ammonia Solvents: Methanol ,  Water ;  rt
1.2 Solvents: Dichloromethane ;  rt; 1 h, rt
Reference
Thermal Safety and Structure-Related Reactivity Investigation of Five-Membered Cyclic Sulfamidates
Ferrari, Thomas ; Blum, Caitlin ; Amini-Rentsch, Lara; Brodard, Pierre; Dabros, Michal ; et al, Organic Process Research & Development, 2022, 26(9), 2614-2623

Production Method 5

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane
Reference
Novel Enantiopure β-Amino Alcohols and β-Amino Thiols in Asymmetric Catalysis
Rantanen, Toni, 2007, , ,

Production Method 6

Reaction Conditions
1.1 Reagents: Trimethylphosphine Solvents: Tetrahydrofuran
1.2 Reagents: Sodium hydroxide Solvents: Water
1.3 Solvents: Tetrahydrofuran
Reference
From vicinal azido alcohols to Boc-amino alcohols or oxazolidinones, with trimethylphosphine and Boc2O or CO2
Ariza, X.; Pineda, O.; Urpi, F.; Vilarrasa, J., Tetrahedron Letters, 2001, 42(30), 4995-4999

Production Method 7

Reaction Conditions
1.1 Catalysts: Iodine ;  5 min, rt
Reference
Revisiting Iodine-Mediated N-tert-Butoxycarbonylation of Amines
Murthia, Ponugubati R. K.; Kumar, Gondrala P.; Rambabua, Dandela; Rao, Mandava V. B.; Pal, Manojit, Current Catalysis, 2014, 3(1), 47-52

Production Method 8

Reaction Conditions
1.1 Reagents: Zinc ,  Ammonium chloride Solvents: Methanol ;  15 min, 0 °C; 10 min, 0 °C
1.2 0 °C → rt
Reference
An efficient reduction protocol for the synthesis of β-hydroxycarbamates from β-nitro alcohols in one pot: a facile synthesis of (-)-β-conhydrine
Saikia, Partha Pratim; Baishya, Gakul; Goswami, Abhishek; Barua, Nabin C., Tetrahedron Letters, 2008, 49(46), 6508-6511

Production Method 9

Reaction Conditions
1.1 Solvents: Methanol ;  rt
Reference
Discovery of novel hydantoins as selective non-hydroxamate inhibitors of tumor necrosis factor-α converting enzyme (TACE)
Sheppeck, James E.; Gilmore, John L.; Yang, Anle; Chen, Xiao-Tao; Xue, Chu-Biao; et al, Bioorganic & Medicinal Chemistry Letters, 2007, 17(5), 1413-1417

tert-butyl N-[trans-2-hydroxycyclohexyl]carbamate Raw materials

tert-butyl N-[trans-2-hydroxycyclohexyl]carbamate Preparation Products

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