Boc-N-methyl-L-valine

Base Information

• Chemical Name: Boc-N-methyl-L-valine
• CAS No.: 45170-31-8
• Molecular Formula: C11H21NO4
• Molecular Weight: 231.292
• Hs Code.: 29225090
• DSSTox Substance ID: DTXSID10426676
• Nikkaji Number: J795.975C
• Wikidata: Q72450088
• Mol file: 45170-31-8.mol

Synonyms:Boc-N-Me-Val-OH;N-tert-Butoxycarbonyl-N-methyl-L-valine;N-tert-Butoxycarbonyl-N-methylvaline;

Chemical Property of Boc-N-methyl-L-valine

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 5.74E-05mmHg at 25°C
• Melting Point: 52.9oC (dec.)
• Refractive Index: 1.466
• Boiling Point: 322.4 °C at 760 mmHg
• PKA: 4.03±0.10(Predicted)
• Flash Point: 148.8 °C
• PSA: 66.84000
• Density: 1.069 g/cm³
• LogP: 1.96250
• Storage Temp.: Store at RT.
• Solubility.: Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 231.14705815
• Heavy Atom Count: 16
• Complexity: 268

Purity/Quality:

98% ^*data from raw suppliers

Boc-N-methyl-L-valine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)N(C)C(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)[C@@H](C(=O)O)N(C)C(=O)OC(C)(C)C
• Recent ClinicalTrials: Safety and Efficacy Study of Q301 in Mild to Moderate Adolescents and Adults Atopic Dermatitis Patients
• Uses: N-Boc-N-methyl-L-valine is an amino acid derived compound that functions as a useful pharmaceutical intermediate and also employed as a reagent used in organic synthesis. It is used in the synthesis of lactam analog of actinomycin D, a potential antitumor chemotherapeutic agent.

Technology Process of Boc-N-methyl-L-valine

There total 17 articles about Boc-N-methyl-L-valine 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: 100.0%

Boc-D-Val-OH (22838-58-0) + methyl iodide (74-88-4) → (R)-2-(tert-butoxycarbonyl(methyl)amino)-3-methylbutanoic acid (13850-91-4,45170-31-8,89536-85-6)

Guidance literature:

Boc-D-Val-OH; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; mineral oil; at 20 ℃; for 36h; Inert atmosphere;

DOI:10.1039/c5ob02505b

Reference yield: 100.0%

t-Boc-L-valine (13734-41-3) + methyl iodide (74-88-4) → Boc-N-Me-Val-OH (45170-31-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 23 ℃; Inert atmosphere;

DOI:10.1021/ja200437g

Reference yield: 91.0%

t-Boc-L-valine (13734-41-3) + dimethyl sulfate (77-78-1) → Boc-N-Me-Val-OH (45170-31-8)

Guidance literature:

With water; sodium hydride; In tetrahydrofuran; at 17 - 20 ℃; for 2h;

DOI:10.1021/ol0268440

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

N-methyl-L-valine

t-Boc-L-valine

methyl iodide

Downstream raw materials:

iBuOCO-Lys(Z)-OMe

Boc-MeVal-Lys(Z)-OMe

N-(3-BzlO-4-Me-2-nitrobenzoyl)-O-(Boc-MeVal)-Thr-D-Val-Pro-Meg-OtBu

N-(3-BzlO-4-Me-2-nitrobenzoyl)-O-(Boc-MeVal)Thr-D-Thr-(OBzl)-Pro-Sar-OtBu

Refernces

• 1、 -. "NOVEL CONNECTED BODY AND USE THEREOF IN SPECIFIC CONJUGATION BETWEEN BIOMOLECULE AND DRUG". Paragraph 0260-0261. . Retrieved 2021/05/14.
• 2、 Liu, Long,Rui, Zihan,Shao, Yutian,Xu, Shengtao,Yang, Yiming,Zhou, Haipin. "First total synthesis of hoshinoamide A". supporting information. p. 2924 - 2931. Retrieved 2022/01/12.