tert-Butyl N-(6-hydroxyhexyl)carbamate

Base Information

• Chemical Name: tert-Butyl N-(6-hydroxyhexyl)carbamate
• CAS No.: 75937-12-1
• Molecular Formula: C11H23 N O3
• Molecular Weight: 217.309
• Hs Code.: 2924199090
• European Community (EC) Number: 886-265-0
• DSSTox Substance ID: DTXSID80399904
• Nikkaji Number: J1.050.339F
• Wikidata: Q82202677
• Mol file: 75937-12-1.mol

Synonyms:75937-12-1;tert-Butyl N-(6-hydroxyhexyl)carbamate;6-(tert-Butoxycarbonylamino)-1-hexanol;Boc-Ahx-ol;6-(Boc-amino)-1-hexanol;tert-Butyl (6-hydroxyhexyl)carbamate;N-Boc-6-hydroxyhexylamine;tert-butyl 6-hydroxyhexylcarbamate;N-tert-Butoxycarbonyl-6-aminohexanol;MFCD01862954;Carbamic acid, (6-hydroxyhexyl)-, 1,1-dimethylethyl ester;N-(6-Hydroxyhexyl)carbamic Acid tert-Butyl Ester;Boc-Acp(6)-ol;N-Boc-6-aminohexanol;6-(Boc-amino)-hexanol;N-Boc-6-amino-1-hexanol;SCHEMBL598026;6-(N-Boc amino)-1-hexanol;t-butyl 6-hydroxyhexylcarbamate;6-tert-butoxycarbonylaminohexanol;N-t-butoxycarbonyl-6aminohexanol;DTXSID80399904;BDLPJHZUTLGFON-UHFFFAOYSA-N;N-t-butoxycarbonyl-6-aminohexanol;t-butyl-(6-hydroxyhexyl)carbamate;AMY16351;tert-butyl(6-hydroxyhexyl)carbamate;6-tert-Butoxycarbonylamino-1-hexanol;AKOS024386374;tert.-butyl (6-hydroxyhexyl)carbamate;CS-W014812;N-(tert-butoxycarbonyl)aminohexan-6-ol;N-tert-butoxycarbonyl-6-amino-1-hexanol;AS-63591;SY052982;6-(N-tert-butyloxycarbonylamino)-1-hexanol;B2870;FT-0663522;6-(Boc-amino)-1-hexanol, >=98.0% (GC);EN300-140764;(6-Hydroxy-hexyl)-carbamic acid tert-butyl ester;A865589;6-Boc-Acp-ol;BOC-NH-(CH2)6-OH;6-(tert-ButoxycarbonylaMino)hexanol;BOC-ACP(6)-OL;BOC-AHX(6)-OL

Chemical Property of tert-Butyl N-(6-hydroxyhexyl)carbamate

Chemical Property:

• Vapor Pressure: 9.48E-06mmHg at 25°C
• Melting Point: 37-41 °C
• Refractive Index: 1.456
• Boiling Point: 333.8°C at 760 mmHg
• PKA: 12.92±0.46(Predicted)
• Flash Point: 155.7°C
• PSA: 58.56000
• Density: 0.987g/cm³
• LogP: 2.45470
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 217.16779360
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Boc-6-hydroxyhexylamine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCCCO
• Uses: Linker; preparation of the iodide 6-(Boc-amino)-1-hexanol can be used as a reactant to synthesize:Hsp90 fluorescent probes applicable in the development of an FP assay for the Hsp90 chaperone.1-Guanidino-7-aminoheptane (GC7) analogs as potent deoxyhypusine synthase inhibitors.

Technology Process of tert-Butyl N-(6-hydroxyhexyl)carbamate

There total 1 articles about tert-Butyl N-(6-hydroxyhexyl)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: 78.0%

6-(tert-butoxycarbonylamino)hexanoic acid (6404-29-1) → 6-(Boc-amino)-1-hexanol (75937-12-1)

Guidance literature:

With borane methylsulfide;

DOI:10.1016/j.bmcl.2005.06.035

Reference yield: 100.0%

6-(Boc-amino)-1-hexanol (75937-12-1) → 6-(tert-butoxycarbonylamino)hexanoic acid (6404-29-1)

Guidance literature:

With 4-(polystyrylMeO)-2,2,6,6-tetraMepiperidin-1-yloxy radical; PS-CH₂Me₃(+)*ClO₂(-); PS-CH₂NMe₃(+)*H₂PO₄(-); potassium bromide; In water; acetonitrile; at 20 ℃; for 36h;

DOI:10.1039/b201776h

Reference yield: 95.0%

6-(Boc-amino)-1-hexanol (75937-12-1) + chlorophosphoric acid diphenyl ester (2524-64-3) → phosphoric acid 6-(tert-butoxycarboxamido)hexyl diphenyl ester

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 1h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.6b01699

upstream raw materials:

6-(tert-butoxycarbonylamino)hexanoic acid

Downstream raw materials:

Thiobenzoic acid S-(6-tert-butoxycarbonylamino-hexyl) ester

tert-butyl 6-bromohexylcarbamate

6-((tert-butoxycarbonyl)amino)hexyl 4-methylbenzenesulfonate

(6-iodohexyl)-carbamic acid 1,1-dimethylethyl ester

Refernces

• 1、 Zapf, Christoph W.,Del Valle, Juan R.,Goodman, Murray. "Utilizing the intramolecular Fukuyama-Mitsunobu reaction for a flexible synthesis of novel heterocyclic scaffolds for peptidomimetic drug design". . p. 4033 - 4036. Retrieved 2007/10/03.
• 2、 Kunieda,Ishizuka,Hirobe. ""Inverse" type of synthetic inhibitors of trypsin, S-omega-aminoalkyl thioesters.". . p. 3360 - 3362. Retrieved 2007/10/02.