(R)-Tert-leucinol

Base Information

• Chemical Name: (R)-Tert-leucinol
• CAS No.: 112245-09-7
• Molecular Formula: C₆H₁₅NO
• Molecular Weight: 117.191
• Hs Code.: 2922199090
• European Community (EC) Number: 634-525-7
• DSSTox Substance ID: DTXSID60426146
• Nikkaji Number: J1.052.699J
• Wikidata: Q72504436
• Mol file: 112245-09-7.mol

Synonyms:112245-09-7;(R)-TERT-LEUCINOL;D-tert-Leucinol;(R)-2-Amino-3,3-dimethylbutan-1-ol;(2R)-2-amino-3,3-dimethylbutan-1-ol;(R)-2-Amino-3,3-dimethyl-1-butanol;1-Butanol, 2-amino-3,3-dimethyl-, (2R)-;(R)-(-)-tert-Leucinol;MFCD01076574;r-t-leucinol;(?)-tert-Leucinol;H-D-Tle-ol;SCHEMBL754075;DTXSID60426146;JBULSURVMXPBNA-YFKPBYRVSA-N;(R)-(-)-tert-Leucinol, 98%;AKOS015841170;CS-W008332;GS-3727;(2R)-2-amino-3,3-dimethyl-1-butanol;EN300-1721713;A802520;(R)-2-Amino-3,3-dimethyl-1-butanol, 98%, 99% ee

Chemical Property of (R)-Tert-leucinol

Chemical Property:

• Vapor Pressure: 0.0906mmHg at 25°C
• Melting Point: 30-33 °C(lit.)
• Refractive Index: 1.451
• Boiling Point: 198.481 °C at 760 mmHg
• PKA: 12.88±0.10(Predicted)
• Flash Point: 73.839 °C
• PSA: 46.25000
• Density: 0.907 g/cm³
• LogP: 1.05240
• Storage Temp.: Room temperature.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 117.115364102
• Heavy Atom Count: 8
• Complexity: 65.4

Purity/Quality:

99%, ^*data from raw suppliers

(R)-(?)-tert-Leucinol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(CO)N
• Isomeric SMILES: CC(C)(C)[C@H](CO)N

Technology Process of (R)-Tert-leucinol

There total 9 articles about (R)-Tert-leucinol 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: 88.0%

(R)-1-(benzyloxymethyl)-2,2-dimethylpropylamine (393536-67-9) → (2R)-2-amino-3,3-dimethylbutan-1-ol (3907-02-6,93684-72-1,112245-13-3,112245-09-7)

Guidance literature:

With hydrogenchloride; hydrogen; 10percent Pd/C; In 1,4-dioxane; methanol; ethyl acetate;

DOI:10.1021/jo0156868

Reference yield: 87.0%

(RS,1R)-2-methylpropane-2-sulfinic acid [1-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethylpropyl]amide (393536-38-4) → (2R)-2-amino-3,3-dimethylbutan-1-ol (3907-02-6,93684-72-1,112245-13-3,112245-09-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 0.5h;

DOI:10.1021/jo0156868

Reference yield: 86.0%

D-tert-leucine (26782-71-8) → (2R)-2-amino-3,3-dimethylbutan-1-ol (3907-02-6,93684-72-1,112245-13-3,112245-09-7)

Guidance literature:

With sodium tetrahydroborate; iodine; In tetrahydrofuran;

DOI:10.1002/ejoc.200400636

upstream raw materials:

methyl (R)-2-amino-3,3-dimethylbutanoate

L-tert-butylglycine methyl ester hydrochloride

sodium 3,3-dimethyl-2-oxobutyrate

(R)-1-(benzyloxymethyl)-2,2-dimethylpropylamine

Downstream raw materials:

(S)-1,2,2-trimethylpropylamine

(1S,3R,4R)-3-(4',5'-dihydro-5'(R)-tert-butyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid benzyl ester

(R)-(+)-4-tert-butyloxazolidin-2-one

C₁₇H₂₇F₃N₂O₃S

Refernces

• 1、 Muenzer, Dieter F.,Griengl, Herfried,Moumtzi, Alexandra,Saf, Robert,Terzani, Tullio,De Raadt, Anna. "Chiral auxiliaries as docking/protecting groups in biohydroxylation: (S)-specific hydroxylation of enantiopure tert-butyl-substituted spirooxazolidines derived from cyclopentanone". . p. 793 - 796. Retrieved 2005.
• 2、 -. "HEPATITIS B VIRUS SURFACE ANTIGEN INHIBITOR". Paragraph 0151; 0152; 0153; 0292. . Retrieved 2020/04/21.