Boc-N-Me-Dl-Val-Oh

Base Information

• Chemical Name: Boc-N-Me-Dl-Val-Oh
• CAS No.: 13850-91-4
• Molecular Formula: C₁₁H₂₁NO₄
• Molecular Weight: 231.292
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID00398479
• Mol file: 13850-91-4.mol

Synonyms:Boc-N-Me-Dl-Val-Oh;13850-91-4;Boc-L-N-Me-Val-OH;3-methyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]butanoic Acid;DL-Valine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-;2-{[(tert-butoxy)carbonyl](methyl)amino}-3-methylbutanoic acid;N-Boc-N-methylvaline;Boc-N-Me-D-Val-OH;Boc-N-methyl-DL-valine;MFCD00038760;Q301;Boc-DL-Me-Val-OH;SCHEMBL67120;Valine,N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-;DTXSID00398479;MFCD00153317;STK042657;AKOS005383401;CS-W006587;DS-2322;HY-W006587;N-(tert-butoxycarbonyl)-N-methylvaline;SY057266;FT-0629968;FT-0688521;EN300-3222157;A886222;N-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}valine;2-(tert-butoxycarbonyl(methyl)amino)-3-methylbutanoic acid

Chemical Property of Boc-N-Me-Dl-Val-Oh

Chemical Property:

• Vapor Pressure: 5.74E-05mmHg at 25°C
• Refractive Index: 1.466
• Boiling Point: 322.4oC at 760 mmHg
• Flash Point: 148.8oC
• PSA: 66.84000
• Density: 1.069g/cm3
• LogP: 1.96250
• Storage Temp.: Store at RT.
• 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%min ^*data from raw suppliers

Boc-N-methyl-DL-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

Technology Process of Boc-N-Me-Dl-Val-Oh

There total 6 articles about Boc-N-Me-Dl-Val-Oh 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:

D-Val-OH (640-68-6,25609-85-2,7004-03-7,921-10-8) + di-tert-butyl dicarbonate (24424-99-5) + 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:

D-Val-OH; di-tert-butyl dicarbonate; With sodium hydroxide; In 1,4-dioxane;

methyl iodide; In tetrahydrofuran;

DOI:10.1021/ol0478786

Reference yield:

N-methylvaline (2480-23-1,88930-14-7,2566-32-7) + tert-butyl fluoroformate (18595-34-1) → Boc-(D,L)-N(Me)-Val-OH (13850-91-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane;

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

N-methylvaline

tert-butyl fluoroformate

carbon dioxide

Downstream raw materials:

H-N-Me-D-Val-OBzl

(R)-2-{(R)-2-[(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-methyl-butyrylamino]-4-methyl-pentanoylamino}-3-phenyl-propionic acid methyl ester

(R)-2-((R)-2-{[(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester

(S)-2-{(S)-2-[(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-methyl-butyrylamino]-4-methyl-pentanoylamino}-3-phenyl-propionic acid methyl ester

Refernces

• 1、 Casalme, Loida O.,Yamauchi, Arisa,Sato, Akinori,Petitbois, Julie G.,Nogata, Yasuyuki,Yoshimura, Erina,Okino, Tatsufumi,Umezawa, Taiki,Matsuda, Fuyuhiko. "Total synthesis and biological activity of dolastatin 16". . p. 1140 - 1150. Retrieved 2017.
• 2、 Wang, Dongyu,Jia, Xian,Zhang, Ao. "Total synthesis of the proposed structure of cyclic hexadepsipeptide veraguamide A". . p. 7027 - 7030. Retrieved 2012.
• 3、 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.