Boc-L-homoserine

Base Information

• Chemical Name: Boc-L-homoserine
• CAS No.: 41088-86-2
• Molecular Formula: C9H17NO5
• Molecular Weight: 219.238
• Hs Code.: 2924199090
• European Community (EC) Number: 962-510-8
• DSSTox Substance ID: DTXSID80517080
• Nikkaji Number: J660.725J
• Wikidata: Q72449523
• Mol file: 41088-86-2.mol

Synonyms:Boc-homoserine;tert-butoxycarbonylhomoserine

Chemical Property of Boc-L-homoserine

Chemical Property:

• Melting Point: 140°C(lit.)
• Refractive Index: 1.484
• Boiling Point: 421.564 °C at 760 mmHg
• PKA: 3.87±0.10(Predicted)
• Flash Point: 208.754 °C
• PSA: 95.86000
• Density: 1.205 g/cm³
• LogP: 0.73760
• Storage Temp.: −20°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 219.11067264
• Heavy Atom Count: 15
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-L-homoserine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCO)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCO)C(=O)O
• Uses: Protected L-Homoserine (H615010).

Technology Process of Boc-L-homoserine

There total 1 articles about Boc-L-homoserine 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%

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate (40856-59-5,132957-40-5) → L-2-(tert-butyloxycarbonylamino)-4-hydroxybutyric acid (41088-86-2)

Guidance literature:

With potassium hydroxide; at 20 ℃; for 12h;

DOI:10.1055/s-0032-1316848

Reference yield: 92.0%

L-2-(tert-butyloxycarbonylamino)-4-hydroxybutyric acid (41088-86-2) + benzyl bromide (100-39-0) → (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate (105183-60-6)

Guidance literature:

With sodium hydroxide; In acetonitrile; Reagent/catalyst; Reflux;

Reference yield: 87.0%

L-2-(tert-butyloxycarbonylamino)-4-hydroxybutyric acid (41088-86-2) → tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate (40856-59-5,132957-40-5)

Guidance literature:

With 1-phenylphospholane-1-oxide; di-isopropyl azodicarboxylate; phenylsilane; In tetrahydrofuran; at 80 ℃; for 18h; Sealed tube;

DOI:10.1002/anie.201506263

upstream raw materials:

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

Downstream raw materials:

(S)-2-((tert-butoxy)carbonylamino)-4-(phenylmethoxy)butyric acid

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

(S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate

N-(tert-butoxycarbonyl)-O-(cyclohexene-3-yl)-L-homo-serine

Refernces