BOC-(S)-2-THIENYLGLYCINE

Base Information

• Chemical Name: BOC-(S)-2-THIENYLGLYCINE
• CAS No.: 40512-56-9
• Molecular Formula: C₁₁H₁₅NO₄S
• Molecular Weight: 257.31
• Hs Code.: 2934999090
• Mol file: 40512-56-9.mol

Synonyms:Boc-(S)-2-Thienylglycine;

Chemical Property of BOC-(S)-2-THIENYLGLYCINE

Chemical Property:

• Boiling Point: 421.3 °C at 760 mmHg
• Flash Point: 208.6 °C
• PSA: 103.87000
• Density: 1.273 g/cm³
• LogP: 2.78940
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-(S)-2-THIENYLGLYCINE

There total 6 articles about BOC-(S)-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:

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

C₂₄H₂₄N₂O₄S

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

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

Refernces

• 1、 Mita, Tsuyoshi,Chen, Jianyang,Sugawara, Masumi,Sato, Yoshihiro. "One-pot synthesis of α-amino acids from imines through CO2 incorporation: An alternative method for strecker synthesis". . p. 1393 - 1396. Retrieved 2011/04/22.
• 2、 Kurita,Atarashi,Hattori,Takano. "Synthesis of 7-aminoacylamidocephalosporanic acids.". . p. 243 - 249. Retrieved 2007/10/05.