2-{[tert-Butoxy(hydroxy)methylidene]amino}-3,3-dimethylbutanoate

Base Information

• Chemical Name: 2-{[tert-Butoxy(hydroxy)methylidene]amino}-3,3-dimethylbutanoate
• CAS No.: 62965-35-9
• Molecular Formula: C11H21NO4
• Molecular Weight: 231.292
• Hs Code.: 2922.49
• DSSTox Substance ID: DTXSID30978824
• Mol file: 62965-35-9.mol

Synonyms:DTXSID30978824;2-{[tert-Butoxy(hydroxy)methylidene]amino}-3,3-dimethylbutanoate

Chemical Property of 2-{[tert-Butoxy(hydroxy)methylidene]amino}-3,3-dimethylbutanoate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 7.8E-06mmHg at 25°C
• Melting Point: 118-121 °C
• Boiling Point: 350 °C at 760 mmHg
• Flash Point: 165.5 °C
• PSA: 75.63000
• Density: 1.063 g/cm³
• LogP: 2.40130
• Storage Temp.: Store at RT.
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 230.13923312
• Heavy Atom Count: 16
• Complexity: 267

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-L-tert-leucine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(C(=O)[O-])NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)(C)[C@@H](C(=O)[O-])NC(=O)OC(C)(C)C
• Uses: Atazanavir Related Compound A

Technology Process of 2-{[tert-Butoxy(hydroxy)methylidene]amino}-3,3-dimethylbutanoate

There total 20 articles about 2-{[tert-Butoxy(hydroxy)methylidene]amino}-3,3-dimethylbutanoate 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%

L-tert-Leucine (20859-02-3) + di-tert-butyl dicarbonate (24424-99-5) → N-tert-butyloxycarbonyl-L-tert-leucine (62965-35-9)

Guidance literature:

With triethylamine; In methanol; at 0 - 5 ℃;

Reference yield: 99.0%

NaHSO4·H2O + L-tert-Leucine (20859-02-3) + di-tert-butyl dicarbonate (24424-99-5) → N-tert-butyloxycarbonyl-L-tert-leucine (62965-35-9)

Guidance literature:

With triethylamine; In 1,4-dioxane; water;

Reference yield: 93.0%

D,L-N-Boc-t-leucine methyl ester → N-tert-butyloxycarbonyl-L-tert-leucine (62965-35-9) + N-Boc-D-tert-leucine methyl ester (153960-35-1)

Guidance literature:

With Bacillus licheniformis; In water; at 35 ℃; for 23h; pH=7.8;

DOI:10.1016/j.tetasy.2006.07.012

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

L-tert-Leucine

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

di-tert-butyl dicarbonate

Downstream raw materials:

{(S)-1-[((S)-cyclohexyl(methylcarbamoyl)methyl)methylcarbamoyl]-2,2-dimethylpropyl}carbamic acid tert-butyl ester

(S)-((S)-2-tert-butoxycarbonylamino-3,3-dimethylbutyrylamino)cyclohexylacetic acid methyl ester

(S)-N,β,β-trimethylphenylalanyl-(S)-tert-leucyl-(2E,4S)-N-methyl-4-amino-2,5-dimethylhex-2-enoic acid trifluoroacetic acid salt

N-(tert-butoxycarbonyl)-N,β,β-trimethyl-L-phenylalanine-N-[(3S,4E)-6-ethoxy-2,5-dimethyl-6-oxohexa-4-ene-3-yl]-N,3-dimethyl-L-valinamide

Refernces

• 1、 Chen, Ying-Chun,Du, Wei,Song, Xue,Yan, Ru-Jie. "Asymmetric Dearomative Cascade Multiple Functionalizations of Activated N-Alkylpyridinium and N-Alkylquinolinium Salts". supporting information. p. 7617 - 7621. Retrieved 2020/10/09.
• 2、 Cai, Zedong,Lan, Ting,Ma, Pengfei,Zhang, Jingfang,Yang, Qingqing,He, Wei. "A new type of L-Tertiary leucine-derived ligand: Synthesis and application in Cu(II)-catalyzed asymmetric Henry reactions". . . Retrieved 2019/08/08.