tert-butyl 3-methyl-L-valinate

Base Information

• Chemical Name: tert-butyl 3-methyl-L-valinate
• CAS No.: 31556-74-8
• Molecular Formula: C10H21NO2
• Molecular Weight: 187.282
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID20460127
• Nikkaji Number: J364.656D
• Wikidata: Q82284054
• Mol file: 31556-74-8.mol

Synonyms:H-Tle-OtBu;31556-74-8;tert-butyl 3-methyl-L-valinate;tert-butyl (2S)-2-amino-3,3-dimethylbutanoate;61169-85-5;H-Tle-OtBu . HCl;TERT-LEUCINE TERT-BUTYL ESTER;H-Tle-OtBu HCl;SCHEMBL595785;DTXSID20460127;IGZORTGLYQDNMF-SSDOTTSWSA-N;(s)-tert.-leucine tert.-butyl ester;CS-0272373;EN300-881927;Tert-butyl (S)-2-amino-3,3-dimethylbutanoate;A855403;(2S)-2-Amino-3,3-dimethyl-butanoic acid tert-butyl ester

Chemical Property of tert-butyl 3-methyl-L-valinate

Chemical Property:

• Boiling Point: 217.2 °C at 760 mmHg
• PKA: 7.97±0.37(Predicted)
• Flash Point: 85.9 °C
• PSA: 52.32000
• Density: 0.93 g/cm³
• LogP: 2.40180
• Storage Temp.: -15°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 187.157228913
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

H-Tle-OtBu 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-51

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tert-butyl 3-methyl-L-valinate

There total 9 articles about tert-butyl 3-methyl-L-valinate 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: 83.0%

L-tert-Leucine (20859-02-3) + isobutene (115-11-7,15220-85-6) → L-tert-butylglycine tert-butyl ester (31556-74-8)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; dichloromethane; at -30 - 25 ℃; for 23h; Inert atmosphere; Sealed tube;

DOI:10.1021/op060204l

Reference yield: 65.0%

acetic acid tert-butyl ester (540-88-5) + L-tert-Leucine (20859-02-3) → L-tert-butylglycine tert-butyl ester (31556-74-8)

Guidance literature:

With perchloric acid; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02276

Reference yield:

Z-L-Tle-OtBu (31556-73-7) → L-tert-butylglycine tert-butyl ester (31556-74-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

upstream raw materials:

Z-L-Tle-OtBu

isopropenylmagnesium bromide

(S)-2-{[1-(1,4-Dioxa-spiro[4.5]dec-7-en-7-yl)-meth-(E)-ylidene]-amino}-3,3-dimethyl-butyric acid tert-butyl ester

methyl iodide

Downstream raw materials:

C₁₇H₂₆FNO₂

Z-(L-Tle)2-OtBu

(S)-2-{[1-Cyclohex-1-enyl-meth-(Z)-ylidene]-amino}-3,3-dimethyl-butyric acid tert-butyl ester

(S)-3,3-Dimethyl-2-[(E)-3-phenyl-prop-2-en-(E)-ylideneamino]-butyric acid tert-butyl ester

Refernces

• 1、 Smith III, Amos B.,Kuerti, Laszlo,Davulcu, Akin H.,Cho, Young Shin. "Development of a scalable synthesis of a common eastern tricyclic lactone for construction of the nodulisporic acids". . p. 19 - 24. Retrieved 2007.
• 2、 -. "THERAPEUTIC ANTIVIRAL PEPTIDES". . . Retrieved 2010/06/11.