Boc-DL-valine

Base Information

• Chemical Name: Boc-DL-valine
• CAS No.: 22838-58-0
• Molecular Formula: C10H19NO4
• Molecular Weight: 217.265
• Hs Code.: 29241990
• NSC Number: 334316,197197
• DSSTox Substance ID: DTXSID40297033
• Nikkaji Number: J1.513.371F
• Mol file: 22838-58-0.mol

Synonyms:Boc-DL-valine;54895-12-4;Boc-DL-Val-OH;2-((tert-butoxycarbonyl)amino)-3-methylbutanoic acid;N-BOC-DL-VALINE;BOC-[15N]VAL-OH;N-(tert-butoxycarbonyl)valine;3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;MFCD00069973;2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoic acid;dl-n-(tert-butoxycarbonyl)valine;2-[(TERT-BUTOXYCARBONYL)AMINO]-3-METHYLBUTANOIC ACID;n-t-boc-valine;NSC-197197;Ethyl2-Nonylacetoacetate;CBMicro_013815;Cambridge id 5211804;2-(tert-butoxycarbonylamino)-3-methylbutanoic acid;SCHEMBL467994;(tert-Butoxycarbonyl)DL-valine;(2R)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;DTXSID40297033;Valine, N-tert-butyl ester, L-;SZXBQTSZISFIAO-UHFFFAOYSA-N;SMSF0004505;Boc-DL-Val-OH, >=98.0%;BBL100120;NSC197197;NSC334316;STK367904;L-Valine,1-dimethylethoxy)carbonyl]-;AKOS000167564;AKOS016347234;AB01721;AB02648;AB02811;CB07237;CS-W004861;DS-2298;HY-W004861;NSC-334316;N-(TERT-BUTOXYCARBONYL)-D-VALIN;N-(TERT-BUTOXYCARBONYL)-DL-VALINE;PD195994;SY006036;SY006484;SY007790;BIM-0013768.P001;AM20100353;FT-0629993;FT-0636953;FT-0689488;EN300-29802;2-tert-butoxycarbonylamino-3-methyl-butyric acid;2-((tert-butoxycarbonyl)amino)-3-methylbutanoicacid;2-(tert-Butoxycarbonylamino)-3-methyl-butanoic acid;Q-102754;(SR)-2-tert-butoxycarbonylamino-3-methylbutyric acid;2-[(tert-butoxycarbonyl) amino]-3-methylbutanoic acid;Z285919532;141509-91-3;Boc-Val-OH-15N;L-Valine-15N,N-t-Bocderivative;N-(tert-Butoxycarbonyl)-L-valine-15N

Chemical Property of Boc-DL-valine

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 1.42E-05mmHg at 25°C
• Melting Point: 164-165 °C
• Refractive Index: 6 ° (C=1, AcOH)
• Boiling Point: 341.845 °C at 760 mmHg
• PKA: 4.01±0.10(Predicted)
• Flash Point: 160.542 °C
• PSA: 75.63000
• Density: 1.079 g/cm³
• LogP: 2.01120
• Storage Temp.: 0-6°C
• Solubility.: DMSO, Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 217.13140809
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

MIN 98.0% ^*data from raw suppliers

Boc-D-valine 99+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)NC(=O)OC(C)(C)C
• Uses: tert-Butoxycarbonyl-D-valine is used in the preparation of selective CCR1 antagonists in the treatment of rheumatoid arthritis. Also used in the preparation of antileishmanial agents.

Technology Process of Boc-DL-valine

There total 14 articles about Boc-DL-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%

di-tert-butyl dicarbonate (24424-99-5) + D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) → N-Boc-(S/R)-valine (13734-41-3,22838-58-0,54895-12-4)

Guidance literature:

With sodium hydroxide; sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃;

DOI:10.1002/ejoc.200400105

Reference yield: 98.0%

D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) + 1-tert-butoxycarbonyloxybenzotriazole (89037-64-9) → N-Boc-(S/R)-valine (13734-41-3,22838-58-0,54895-12-4)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; for 0.166667h; Ambient temperature;

DOI:10.1039/c39830001357

Reference yield: 65.0%

2-tert-butoxycarbonylamino-3-methyl-butyric acid [1,3]dithian-2-ylmethyl ester → N-Boc-(S/R)-valine (13734-41-3,22838-58-0,54895-12-4)

Guidance literature:

With sodium acetate; In acetonitrile; for 3h; Electrochemical reaction;

DOI:10.1021/ol005537w

upstream raw materials:

2-iodo-propane

BOC-glycine

rac-tert-butyl (1-hydroxy-3-methylbutan-2-yl)carbamate

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl N-(1-methoxy-2-methylpropyl)carbamate

(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl (S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutanoate

C₂₃H₂₉F₂N₇O₄

N-Boc-2-amino-3-methyl-butyronitrile

Refernces

• 1、 -. "HMOX1 inducers". Page/Page column 59. . Retrieved 2020/09/18.
• 2、 Odriozola, Amaiur,Oiarbide, Mikel,Palomo, Claudio. "Enantioselective Synthesis of Quaternary Δ4- and Δ5-Dehydroprolines Based on a Two-Step Formal [3+2] Cycloaddition of α-Aryl and α-Alkyl Isocyano(thio)acetates with Vinyl Ketones". supporting information. p. 12758 - 12762. Retrieved 2017/09/25.