tert-butyl (3S)-3-amino-5-methylhexanoate

Base Information

• Chemical Name: tert-butyl (3S)-3-amino-5-methylhexanoate
• CAS No.: 166023-30-9
• Molecular Formula: C11H23 N O2
• Molecular Weight: 201.309
• Hs Code.: 29224985
• DSSTox Substance ID: DTXSID201237555
• Nikkaji Number: J1.628.299E
• Mol file: 166023-30-9.mol

Synonyms:tert-butyl (3S)-3-amino-5-methylhexanoate;166023-30-9;(S)-tert-Butyl 3-amino-5-methylhexanoate;MFCD01076260;TERT-BUTYL (3S)-3-AMINO-5-METHYLHEXANOATE, 97;tert-Butyl (3S)-3-amino-5-methyl-hexanoate;SCHEMBL6499084;WBOPVTYXLFEVGP-VIFPVBQESA-N;DTXSID201237555;AKOS017343034;(S)-tert-Butyl3-amino-5-methylhexanoate;Tert-butyl (S)-3-amino-5-methylhexanoate;CS-0273779;EN300-768620;1,1-Dimethylethyl (3S)-3-amino-5-methylhexanoate;(3S)-3-Amino-5-methylhexanoic acid tert-butyl ester;Hexanoic acid,3-amino-5-methyl-,1,1-dimethylethyl ester,(3S)-

Chemical Property of tert-butyl (3S)-3-amino-5-methylhexanoate

Chemical Property:

• Appearance/Colour: Clear colorless to slightly yellow liquid
• Vapor Pressure: 0.0122mmHg at 25°C
• Melting Point: 103.00 - 106.00 deg C
• Boiling Point: 260.5 °C at 760 mmHg
• Flash Point: 122.9 °C
• PSA: 52.32000
• Density: g/cm³
• LogP: 2.79190
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 201.172878976
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-3-AMINO-5-METHYL-HEXANOIC ACID TERT-BUTYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tert-butyl (3S)-3-amino-5-methylhexanoate

There total 4 articles about tert-butyl (3S)-3-amino-5-methylhexanoate 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: 90.0%

tert-butyl (3S,αS)-3-(N-benzyl-N-α-methylbenzylamino)-5-methylhexanoate (951174-17-7) → 1,1-dimethylethyl (3S)-3-amino-5-methylhexanoate (166023-30-9)

Guidance literature:

With hydrogen; acetic acid; palladium dihydroxide; In methanol; water; at 20 ℃; for 24h; under 760.051 Torr;

DOI:10.1016/j.tetasy.2007.06.008

Reference yield:

tert-butyl diethylphosphonoacetate (27784-76-5) → 1,1-dimethylethyl (3S)-3-amino-5-methylhexanoate (166023-30-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: tetrahydrofuran; hexane / -78 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 92 percent / tetrahydrofuran; hexane / 3 h / -78 °C

3.1: 90 percent / H₂; acetic acid / Pd(OH)2/C / methanol; H₂O / 24 h / 20 °C / 760.05 Torr

With n-butyllithium; hydrogen; acetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; hexane; water; 1.1: Horner-Wadsworth-Emmons reaction;

DOI:10.1016/j.tetasy.2007.06.008

Reference yield:

tert-butyl (E)-5-methyl-hex-2-enoate (138877-97-1) → 1,1-dimethylethyl (3S)-3-amino-5-methylhexanoate (166023-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 92 percent / tetrahydrofuran; hexane / 3 h / -78 °C

2.1: 90 percent / H₂; acetic acid / Pd(OH)2/C / methanol; H₂O / 24 h / 20 °C / 760.05 Torr

With n-butyllithium; hydrogen; acetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; hexane; water;

DOI:10.1016/j.tetasy.2007.06.008

upstream raw materials:

tert-butyl (3S,αS)-3-(N-benzyl-N-α-methylbenzylamino)-5-methylhexanoate

tert-butyl diethylphosphonoacetate

tert-butyl (E)-5-methyl-hex-2-enoate

isovaleraldehyde

Downstream raw materials:

5-methyl-3-{2-[4-(3-o-tolyl-ureido)-phenyl]-acetylamino}-hexanoic acid tert-butyl ester

(S)-3-amino-5-methylhexanoic acid

5-methyl-3-{2-[4-(3-o-tolyl-ureido)-phenyl]-acetylamino}-hexanoic acid

3-(5-methyl-3-{2-[4-(3-o-tolyl-ureido)-phenyl]-acetylamino}-hexanoylamino)-3-phenyl-propionic acid tert-butyl ester

Refernces