Carbamic acid, (2-thienylmethylene)-, phenylmethyl ester

Base Information

• Chemical Name: Carbamic acid, (2-thienylmethylene)-, phenylmethyl ester
• CAS No.: 502929-72-8
• Molecular Formula: C13H11NO2S
• Molecular Weight: 245.302
• Mol file: 502929-72-8.mol

Synonyms:

Chemical Property of Carbamic acid, (2-thienylmethylene)-, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, (2-thienylmethylene)-, phenylmethyl ester

There total 1 articles about Carbamic acid, (2-thienylmethylene)-, phenylmethyl ester 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:

thiophene-2-carbaldehyde (98-03-3) + O-benzyl carbamate (621-84-1) → [1-Thiophen-2-yl-meth-(E)-ylidene]-carbamic acid benzyl ester (502929-72-8)

Guidance literature:

In toluene; for 1h; Heating;

Reference yield: 98.0%

trimethylsilyl cyanide (7677-24-9) + [1-Thiophen-2-yl-meth-(E)-ylidene]-carbamic acid benzyl ester (502929-72-8) → (S)-2-benzyloxycarbonylamino-2-(thiophen-2-yl)-acetonitrile (1355742-75-4)

Guidance literature:

trimethylsilyl cyanide; With methanol; [Ru{(S)-phgly}2{(S)-binap}]; at 0 ℃; for 0.25h; Inert atmosphere;

[1-Thiophen-2-yl-meth-(E)-ylidene]-carbamic acid benzyl ester; In tert-butyl methyl ether; at 0 ℃; for 0.25h; Inert atmosphere;

With lithium phenolate; In tetrahydrofuran; tert-butyl methyl ether; at 0 ℃; for 0.5h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol203408w

Reference yield: 84.0%

[1-Thiophen-2-yl-meth-(E)-ylidene]-carbamic acid benzyl ester (502929-72-8) + 4-phenyl-3-butyne-2-one (1817-57-8) → dibenzyl ((1S,3S)-2-(3-phenylpropioloyl)-1,3-di(thiophen-2-yl)propane-1,3-diyl)dicarbamate

Guidance literature:

With diethylzinc; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol); In tetrahydrofuran; at 20 ℃; for 6h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00318

upstream raw materials:

thiophene-2-carbaldehyde

O-benzyl carbamate

Downstream raw materials:

O,O'-diphenyl-1--2-thienylmethylphosphonate

(S)-2-benzyloxycarbonylamino-2-(thiophen-2-yl)-acetonitrile

C₁₈H₁₈N₂O₄S

C₁₈H₁₈N₂O₄S