Boc-(R)-2-Thienylglycine

Base Information

• Chemical Name: Boc-(R)-2-Thienylglycine
• CAS No.: 74562-03-1
• Molecular Formula: C₁₁H₁₅NO₄S
• Molecular Weight: 257.31
• DSSTox Substance ID: DTXSID00575329
• Wikidata: Q72450863
• Mol file: 74562-03-1.mol

Synonyms:Boc-(R)-2-Thienylglycine;74562-03-1;(R)-2-((tert-Butoxycarbonyl)amino)-2-(thiophen-2-yl)acetic acid;(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-thiophen-2-ylacetic acid;SCHEMBL3220161;DTXSID00575329;Boc-(R)-2-thienylglycine, 97%;MFCD02682478;AKOS015950026;AT33952;HY-W141901;PS-12884;(R)-a-(Boc-amino)-2-thiopheneacetic acid;CS-0201694;A865865;(2R)-[(tert-Butoxycarbonyl)amino](thiophen-2-yl)acetic acid

Chemical Property of Boc-(R)-2-Thienylglycine

Chemical Property:

• Vapor Pressure: 7.53E-08mmHg at 25°C
• Refractive Index: 1.549
• Boiling Point: 421.3 °C at 760 mmHg
• PKA: 3.44±0.10(Predicted)
• Flash Point: 208.6 °C
• PSA: 103.87000
• Density: 1.273 g/cm³
• LogP: 2.78940
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 257.07217913
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

97% ^*data from raw suppliers

Boc-(R)-2-thienylglycine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(C1=CC=CS1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](C1=CC=CS1)C(=O)O

Technology Process of Boc-(R)-2-Thienylglycine

There total 8 articles about Boc-(R)-2-Thienylglycine 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%

D,L-(2-thienyl)glycine (21124-40-3,4052-59-9) + di-tert-butyl dicarbonate (24424-99-5) → N-Boc-amino(2-thienyl)acetic acid (14675-98-0,28044-76-0,40512-56-9,74562-03-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; at 20 ℃; for 15h;

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + C22H41NO2SSn (1291065-87-6) → N-Boc-amino(2-thienyl)acetic acid (14675-98-0,28044-76-0,40512-56-9,74562-03-1)

Guidance literature:

carbon dioxide; C₂₂H₄₁NO₂SSn; With cesium fluoride; In N,N-dimethyl-formamide; at 100 ℃; for 3h; under 7500.75 Torr; Autoclave;

With hydrogenchloride; In diethyl ether; water; N,N-dimethyl-formamide; at 0 ℃; pH=2; Inert atmosphere;

DOI:10.1021/jo202597p

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + N-Boc-α-(phenylsulfonyl)-α-(thiophen-2-yl)methylamine (479423-34-2) → tert-butyl N-(thiophen-2-ylmethyl)carbamate (401485-19-6) + N-Boc-amino(2-thienyl)acetic acid (14675-98-0,28044-76-0,40512-56-9,74562-03-1)

Guidance literature:

N-Boc-α-(phenylsulfonyl)-α-(thiophen-2-yl)methylamine; With trimethylsilyltributyltin; cesium fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h; Inert atmosphere;

carbon dioxide; In N,N-dimethyl-formamide; at 100 ℃; for 3h; under 7500.75 Torr; Autoclave;

With hydrogenchloride; In diethyl ether; water; N,N-dimethyl-formamide; pH=2; Inert atmosphere;

DOI:10.1002/anie.201006422

upstream raw materials:

D,L-(2-thienyl)glycine

di-tert-butyl dicarbonate

thiophene-2-carbaldehyde

tert-butyl carbazate

Downstream raw materials:

ter-t-butyl 2-{[3-(cyclohexylcarbonyl)pyridin-2-yl]amino}-2-oxo-1-thien-2-ylethylcarbamate

tert-buty 2-{[3-(4-fluorobenzoyl)pyridin-2-yl] amino}-2-oxo-1-thien-2-ylethylcarbamate

C₂₄H₂₄N₂O₄S

(3R)-3-(2-(tert-butoxycarbonylamino)-2-(thiophen-2-yl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride