(1R,2S)-1-tert-Butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid

Base Information

• Chemical Name: (1R,2S)-1-tert-Butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid
• CAS No.: 159622-10-3
• Molecular Formula: C11H17NO4
• Molecular Weight: 227.26
• Hs Code.: 2924297099
• DSSTox Substance ID: DTXSID60438941
• Nikkaji Number: J3.426.446E
• Wikidata: Q72510028
• Mol file: 159622-10-3.mol

Synonyms:159622-10-3;(1R,2S)-1-tert-Butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid;213316-50-8;(1R,2S)-1-((tert-butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylic acid;(1R,2S)-1-{[(tert-Butoxy)carbonyl]amino}-2-ethenylcyclopropane-1-carboxylic acid;Cyclopropanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethenyl-, (1R,2S)-;(1R,2S)-1-(TERT-BUTOXYCARBONYLAMINO)-2-VINYLCYCLOPROPANECARBOXYLIC ACID;(1R,2S)-1-[(tert-butoxycarbonyl)amino]-2-vinylcyclopropanecarboxylic acid;(1R,2S)-2-ethenyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropane-1-carboxylic acid;Cyclopropanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethenyl-, (1R,2S)-rel-;(1R,2S)-1-(tert-Butoxycarbonyl)amino-2-vinylcyclopropanecarboxylic Acid;(1R,2S)-1-[(tert-butoxycarbonyl)amino]-2-ethenylcyclopropanecarboxylic acid;rel-(1R,2S)-1-((tert-Butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylic acid;(1R,2S)-1-(Boc-amino)-2-vinylcyclopropanecarboxylic acid;MFCD11042412;starbld0009780;SCHEMBL312680;DTXSID60438941;rel-(1R,2S)-1-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-ethenylcyclopropanecarboxylic acid;AMY10154;CS-B0185;AKOS015893032;AKOS015994878;DS-8248;(1R,2S)-Rel-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethenyl-cyclopropanecarboxylic acid;B5322;D77334;A846770;J-500308;N-Boc-(1R,2S)-1-amino-2-vinylcyclopropane carboxylic acid;(R)-tert-butoxycarbonylamino-2(S)-vinyl-cyclopropanecarboxylic acid;1(R)-tert-butoxycarbonylamino-2(S)-vinyl-cyclopropanecarboxylic acid;1(R)-tert-butoxycarbonylamino-2(S)-vinylcyclopropanecarboxylic acid;(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinyl-cyclopropanecarboxylic acid;(1R,2S)-1-tert-Butoxycarbonylamino-2-vinyl-cyclopropane-carboxylic acid;(1R,2S)-1-tert-Butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid;(1R,2S)-1-(tert-Butoxycarbonylamino)-2-vinyl-cyclopropane-1-carboxylic acid;(1R,2S)-1-[(tert-Butoxycarbonyl)amino]-2-ethenylcyclopropane-1-carboxylic acid;Cyclopropanecarboxylic acid,1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethenyl-,(1R,2S)-;(1R,2S)-1-Boc-2-vinylcyclopropanecarboxylic acid;VINYL ACCA;(1R,2S)-1-((tert-Butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylic acid

Chemical Property of (1R,2S)-1-tert-Butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid

Chemical Property:

• Refractive Index: 1.508
• Boiling Point: 360.993 °C at 760 mmHg
• PKA: 4.95±0.50(Predicted)
• Flash Point: 172.123 °C
• PSA: 75.63000
• Density: 1.171 g/cm³
• LogP: 1.93130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 227.11575802
• Heavy Atom Count: 16
• Complexity: 331

Purity/Quality:

99.9% ^*data from raw suppliers

(1R,2S)-1-[(tert-Butoxycarbonyl)amino]-2-vinylcyclopropanecarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1(CC1C=C)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@]1(C[C@H]1C=C)C(=O)O
• Uses: (1R,2S)-1-(tert-Butoxycarbonyl)amino-2-vinylcyclopropanecarboxylic Acid is useful in the synthesis of (1R,?2S)?-?1-?amino-?2-?vinylcyclopropanecarboxylic acid and other pharmaceutical/agricultural chemicals.

Technology Process of (1R,2S)-1-tert-Butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid

There total 23 articles about (1R,2S)-1-tert-Butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid 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) + (1R,2S)-2-vinyl-1-aminocyclopropanecarboxylic acid (159700-58-0,80003-54-9,213316-51-9) → (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid (159622-10-3,213316-50-8,259221-77-7)

Guidance literature:

di-tert-butyl dicarbonate; (1R,2S)-2-vinyl-1-aminocyclopropanecarboxylic acid; With triethylamine; In water; acetone; at 20 ℃; for 20h;

With citric acid; In water; pH=2 - 3;

Reference yield: 100.0%

(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester (159622-09-0,1201943-62-5,915317-20-3) → (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid (159622-10-3,213316-50-8,259221-77-7)

Guidance literature:

(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester; With lithium hydroxide; water; In tetrahydrofuran; methanol; at 20 ℃; for 19h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=1;

Reference yield: 100.0%

dicyclohexylammonium (1R,2S)-N-(tertbutoxycarbonyl)-1-amino-2-vinylcyclopropanecarboxylate → (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid (159622-10-3,213316-50-8,259221-77-7)

Guidance literature:

With acetic acid; In water; ethyl acetate; at 0 ℃; for 0.5h;

upstream raw materials:

(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester

dimethyl 2-vinylcyclopropane-1,1-dicarboxylate

(1S,2S)-1-Azidocarbonyl-2-vinyl-cyclopropanecarboxylic acid methyl ester

(1S,2S)-1-carbomethoxy-2-vinylcyclopropane-1-carboxylic acid

Downstream raw materials:

tert-butyl ((1R,2S)-1-{[(cyclopropylsulfonyl)amino]carbonyl}-2-vinylcyclopropyl)carbamate

tert-butyl [(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropyl)sulfonyl]carbamoyl}cyclopropyl]carbamate

[(1R,2S)-1-(3-benzyloxy-benzenesulfonylaminocarbonyl)-2-vinyl-cyclopropyl]-carbamic acid tert-butyl ester

(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester