ChemicalBook--->CAS DataBase List--->75178-87-9

75178-87-9

75178-87-9 Structure

75178-87-9 Structure
IdentificationBack Directory
[Name]

4-(tert-ButoxycarbonylaMino)-1-butanol
[CAS]

75178-87-9
[Synonyms]

Boc-4-Abu-ol
4-Boc-Abu-ol
BOC-ABU(4)-OL
BOC-NH-(CH2)4-OH
BOC-4-AMINOBUTANOL
N-BOC-4-AMINOBUTANOL
4-(BOC-AMINO)-1-BUTANOL
N-Boc-4-Amino-1-butanol
4-(Boc-amino)-1-butanol≥ 98% (HPLC)
4-(Boc-amino)-1-butanol >=98.0% (GC)
tert-Butyl (4-hydroxybutyl)carbaMate
N-T-BUTOXYCARBONYL-4-AMINO-1-BUTANOL
TERT-BUTYL N-(4-HYDROXYBUTYL)CARBAMATE
4-(TERT-BUTOXYCARBONYLAMINO)-1-BUTANOL
4-(tert-Butoxycarbonylamino)-1-butanol >
tert-butyl N-(4-hydroxybutyl)carbamate (en)
1,1-DiMethylethyl (4-Hydroxybutyl)carbaMate
N-T-BUTOXYCARBONYL-DELTA-AMINO-N-BUTYL ALCOHOL
N-(4-HYDROXYBUTYL)CARBAMIC ACID TERT-BUTYL ESTER
4-(tert-ButoxycarbonylaMino)-1-butanol USP/EP/BP
N-(4-Hydroxybutyl)carbaMic Acid 1,1-DiMethylethyl Ester
Carbamic acid, (4-hydroxybutyl)-, 1,1-dimethylethyl ester
Carbamic acid, N-(4-hydroxybutyl)-, 1,1-dimethylethyl ester
1,?4-?Butane-?1,?1,?2,?2,?3,?3,?4,?4-?d8-?diamine,?dihydrochloride?(9CI)
N-Boc-4-aminobutanol tert-Butyl N-(4-Hydroxybutyl)carbamate N-(4-Hydroxybutyl)carbamic Acid tert-Butyl Ester
[Molecular Formula]

C9H19NO3
[MDL Number]

MFCD01861334
[MOL File]

75178-87-9.mol
[Molecular Weight]

189.25
Chemical PropertiesBack Directory
[Melting point ]

29 °C
[Boiling point ]

302.7±25.0 °C(Predicted)
[density ]

1.02 g/mL at 20 °C(lit.)
[refractive index ]

n20/D 1.456
[Fp ]

29 °C
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Liquid or Low Melting Solid
[pka]

12.80±0.46(Predicted)
[color ]

Colorless to yellow
[BRN ]

3603307
[InChI]

InChI=1S/C9H19NO3/c1-9(2,3)13-8(12)10-6-4-5-7-11/h11H,4-7H2,1-3H3,(H,10,12)
[InChIKey]

LIYMTLVBAVHPBU-UHFFFAOYSA-N
[SMILES]

C(OC(C)(C)C)(=O)NCCCCO
Safety DataBack Directory
[WGK Germany ]

3
[F ]

10-21
[HazardClass ]

IRRITANT
[HS Code ]

29221985
[Storage Class]

10 - Combustible liquids
Hazard InformationBack Directory
[Chemical Properties]

Light Yellow Liquid
[Uses]

4-(tert-ButoxycarbonylaMino)-1-butanol can be used as an intermediate for the synthesis of polymers used for in vivo delivery polyconjugate systems.
[Uses]

Building block for spermidine analogues
[reaction suitability]

reagent type: cross-linking reagent
[Synthesis]

4-Amino-1-butanol

13325-10-5

Di-tert-butyl dicarbonate

24424-99-5

4-(tert-ButoxycarbonylaMino)-1-butanol

75178-87-9

GENERAL STEPS: 4-Amino-1-butanol (0.5 g, 5.61 mmol) was dissolved in acetonitrile (56 mL). The reaction system was cooled to 0 °C, followed by the sequential addition of triethylamine (Et3N, 1.56 mL, 11.22 mmol, 2 equiv) and di-tert-butyl dicarbonate (Boc2O, 1.346 g, 6.17 mmol). The reaction progression was monitored by thin layer chromatography (TLC). After 6.5 h of reaction, the reaction was quenched by the addition of water (20 mL). The reaction mixture was extracted with ethyl acetate (EtOAc, 3 × 30 mL) and saturated saline was added to facilitate phase separation. The organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The crude product was purified by silica gel fast column chromatography (eluent: dichloromethane/methanol, 95:5) to afford 4-(N-tert-butoxycarbonylamino)-1-butanol as a colorless oil (1.06 g, quantitative yield).

[References]

[1] Organic Letters, 2009, vol. 11, # 9, p. 2019 - 2022
[2] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 6, p. 2536 - 2543
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 2, p. 1151 - 1155
[4] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 2, p. 191 - 200
[5] Inorganica Chimica Acta, 2016, vol. 452, p. 152 - 158
Spectrum DetailBack Directory
[Spectrum Detail]

4-(tert-ButoxycarbonylaMino)-1-butanol(75178-87-9)1HNMR
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