methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-cyclopropylacetate

Base Information

• Chemical Name: methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-cyclopropylacetate
• CAS No.: 936097-43-7
• Molecular Formula: C₁₁H₁₉NO₄
• Molecular Weight: 229.276
• DSSTox Substance ID: DTXSID801155048
• Mol file: 936097-43-7.mol

Synonyms:936097-43-7;methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-cyclopropylacetate;methyl (2R)-2-(tert-butoxycarbonylamino)-2-cyclopropyl-acetate;SCHEMBL21201991;DTXSID801155048;PS-18310;P20732;methyl(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-cyclopropylacetate;Methyl (2R)-2-cyclopropyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate;Methyl (alphaR)-alpha-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopropaneacetate

Chemical Property of methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-cyclopropylacetate

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 229.13140809
• Heavy Atom Count: 16
• Complexity: 278

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(C1CC1)C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](C1CC1)C(=O)OC

Technology Process of methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-cyclopropylacetate

There total 1 articles about methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-cyclopropylacetate 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: 43.0%

methyl 2-(N-tert-butoxycarbonylamino)-2-cyclopropylacetate (638207-62-2) → methyl (S)-2-(N-tert-butoxycarbonylamino)-2-cyclopropylacetate (936097-43-7) + (2S)-2-[[(tert-butoxy)carbonyl]amino]-2-cyclopropylacetic acid (155976-13-9)

Guidance literature:

With dithiothreitol; McIlvaine's buffer cont. EDTA; papain (from Carica papaya); In N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 36h; pH=6.2; Enzymatic reaction;

DOI:10.1002/adsc.200606038

Reference yield: 84.0%

methyl (S)-2-(N-tert-butoxycarbonylamino)-2-cyclopropylacetate (936097-43-7) → tert-butyl (R)-(1-cyclopropyl-2-hydroxyethyl)carbamate (1001414-89-6)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 20h;

upstream raw materials:

methyl 2-(N-tert-butoxycarbonylamino)-2-cyclopropylacetate

Downstream raw materials:

tert-butyl (R)-(1-cyclopropyl-2-hydroxyethyl)carbamate

Refernces