BOC-D-Leucine monohydrate

Base Information

• Chemical Name: BOC-D-Leucine monohydrate
• CAS No.: 16937-99-8
• Molecular Formula: C11H21NO4
• Molecular Weight: 231.292
• Hs Code.: 29241990
• European Community (EC) Number: 813-751-1,834-861-6
• Mol file: 16937-99-8.mol

Synonyms:BOC-D-Leucine monohydrate;200937-17-3;16937-99-8;Boc-D-Leu-OH.H2O;(R)-2-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid hydrate;BOC-D-LEU-OH H2O;Boc-D-Leucine (monohydrate);N-Boc-D-Leucine Monohydrate;D-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, monohydrate;(2R)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;hydrate;Boc-D-Leu-OH hydrate;Boc-D-Leucine hydrate;C11H23NO5;MFCD00065583;BOC-D-leucine H2O;SCHEMBL2838131;16937-99-8 (anhydrous);URQQEIOTRWJXBA-DDWIOCJRSA-N;BOC-D-LEU-OH H2O, AldrichCPR;FD3022;AKOS015892719;AM81872;CS-W002299;HY-W002299;DS-13748;(tert-Butoxycarbonyl)-D-leucine monohydrate;N-tert-butoxycarbonyl-D-leucine monohydrate;EN300-1720523;N-alpha-t-Butyloxycarbonyl-D-leucine monohydrate;A811096;D-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, hydrate (1:1);(R)-2-((tert-Butoxycarbonyl)amino)-4-methylpentanoicacidhydrate;(R)-2-(tert-butoxycarbonylamino)-4-methylpentanoic acid hydrate;(2R)-2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanoic acid hydrate;2-(tert-butoxycarbonylamino)-4-methyl-pentanoic acid hydrate;N-Boc-D-Leucine

Chemical Property of BOC-D-Leucine monohydrate

Chemical Property:

• Appearance/Colour: white fine crystals
• Vapor Pressure: 4.98E-06mmHg at 25°C
• Melting Point: 85-87 °C
• Refractive Index: 25 ° (C=2, AcOH)
• Boiling Point: 356 °C at 760 mmHg
• PKA: 4.02±0.21(Predicted)
• Flash Point: 169.1 °C
• PSA: 84.86000
• Density: 1.061 g/cm3
• LogP: 2.33700
• Storage Temp.: −20°C
• Solubility.: Acetic Acid (Sparingly), DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 249.15762283
• Heavy Atom Count: 17
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

Boc-D-Leu-OH ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)NC(=O)OC(C)(C)C.O
• Isomeric SMILES: CC(C)C[C@H](C(=O)O)NC(=O)OC(C)(C)C.O
• Uses: N-Boc-D-leucine is an N-Boc-protected form of D-Leucine (L330150). D-Leucine is an unnatural isomer of L-Leucine (L330110) that acts as an auto-inhibitor of lactic streptococci in culture. D-Leucine causes analgesia in humans and also exhibits inhibitory activity in bacterial cell cultures.

Technology Process of BOC-D-Leucine monohydrate

There total 26 articles about BOC-D-Leucine monohydrate 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: 97.2%

(R)-leucine (328-38-1,21675-61-6,25248-98-0,70-45-1) + di-tert-butyl dicarbonate (24424-99-5) → N-Boc-D-Leu (16937-99-8,53296-34-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo100457w

Reference yield: 90.0%

(2R,2'R)-N-<2'-<<(tert-butoxy)carbonyl>amino>-4'-methylbutanoyl>bornane-10,2-sultam (145123-00-8) → N-Boc-D-Leu (16937-99-8,53296-34-7)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1002/hlca.19920750622

Reference yield:

p-nitrophenyl-N-(t-butoxycarbonyl)-D-leucinate (19792-08-6) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-Boc-D-Leu (16937-99-8,53296-34-7)

Guidance literature:

With N⁺C₅AlaHis₂C₁₆; phosphate buffer pH=7.47;; In water; at 15 ℃; Rate constant; Mechanism; enantioselectivity in ester hydrolysis; other micelle- and vesicle- catalysts;;

DOI:10.1246/bcsj.58.172

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

(R)-leucine

di-tert-butyl dicarbonate

(2R,2'R)-N-(2'-amino-4'-methylpentanoyl)bornane-10,2-sultam

Downstream raw materials:

Boc-D-Leu-NH-NH-Z

1-diazo-3(R)-<<(1,1-dimethylethoxy)carbonyl>amino>-5-methyl-2-hexanone

N^α-Tos-D-Lys-Gly-Phe-D-Leu-OH

Boc-Leu-OMPA

Refernces

• 1、 -. "Preparation method of N-trimethyl silicon ethoxycarbonyl-N-methyl-L/D-leucine". Paragraph 0084-0086; 0090-0092. . Retrieved 2021/06/02.
• 2、 Yajima, Tatsuo,Fukushima, Takeo,Yamada, Atsuya,Shiraiwa, Tadashi. "Optical resolution of N-(t-butoxycarbonyl)leucine through mixed ligand complex formation with (R)-N-(2-pyridylmethyl)pipecolatocopper(II)". . p. 451 - 455. Retrieved 2017/07/11.