(S)-2-((tert-Butoxycarbonyl)amino)-3-(thiophen-2-yl)propanoic acid

Base Information

• Chemical Name: (S)-2-((tert-Butoxycarbonyl)amino)-3-(thiophen-2-yl)propanoic acid
• CAS No.: 56675-37-7
• Molecular Formula: C12H17NO4S
• Molecular Weight: 271.337
• Hs Code.: 29349990
• European Community (EC) Number: 640-259-2
• DSSTox Substance ID: DTXSID30370329
• Wikidata: Q72450848
• Mol file: 56675-37-7.mol

Synonyms:56675-37-7;Boc-L-2-Thienylalanine;(S)-2-((tert-Butoxycarbonyl)amino)-3-(thiophen-2-yl)propanoic acid;Boc-3-(2-thienyl)-L-alanine;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-thiophen-2-ylpropanoic acid;N-(tert-butoxycarbonyl)-3-thiophen-2-yl-L-alanine;N-Boc-3-(2-thienyl)-L-alanine;Boc-L-3-(2-Thienyl)alanine;Boc-beta-(2-thienyl)-L-alanine;Boc-Thi-OH;MFCD00062051;Boc-Ala(2-Thienyl)-OH;Boc--(2-thienyl)-Ala-OH;SCHEMBL844316;Boc-L-3(2-Thienyl)Ala-OH;Boc-|A-(2-thienyl)-Ala-OH;DTXSID30370329;OJLISTAWQHSIHL-VIFPVBQESA-N;N-Boc-3-(2-Thienyl)-D-Alanine;AKOS016842368;AC-9986;CS-W012368;HY-W011652;PS-12144;EN300-78103;A50222;Boc-beta-(2-thienyl)-Ala-OH, >=98.0% (TLC);(S)-2-tert-butoxycarbonylamino-3-thiophen-2-yl-propionic acid;N-{[(1,1-dimethylethyl)oxy]carbonyl}-3-(2-thienyl)-L-alanine;(S)-2-(tert-butoxycarbonylamino)-3-(thiophen-2-yl)propanoic acid;(S)-2-[(tert-butoxycarbonyl)amino]-3-(thiophen-2-yl)propionic acid;(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(thiophen-2-yl)propanoic acid

Chemical Property of (S)-2-((tert-Butoxycarbonyl)amino)-3-(thiophen-2-yl)propanoic acid

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 3.27E-08mmHg at 25°C
• Melting Point: 71-76 °C
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 431.5 °C at 760 mmHg
• Flash Point: 214.8 °C
• PSA: 103.87000
• Density: 1.243 g/cm³
• LogP: 2.65940
• Storage Temp.: Store at RT.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 271.08782920
• Heavy Atom Count: 18
• Complexity: 314

Purity/Quality:

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

Boc-L-2-Thienylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CS1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CS1)C(=O)O
• Uses: Boc-β-(2-thienyl)-Ala-OH may be used in chemical synthesis studies.

Technology Process of (S)-2-((tert-Butoxycarbonyl)amino)-3-(thiophen-2-yl)propanoic acid

There total 6 articles about (S)-2-((tert-Butoxycarbonyl)amino)-3-(thiophen-2-yl)propanoic 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: 82.0%

di-tert-butyl dicarbonate (24424-99-5) + L-3-(2-thienyl)alanine (22951-96-8,139-86-6) → (S)-2-tert-butoxycarbonylamino-3-thiophen-2-yl-propionic acid (56675-37-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; 1) 5 deg C, 10 min, 2) RT, 1h;

Reference yield:

rac-3-(2-thienyl)alanine (2021-58-1,139-86-6) → (S)-2-tert-butoxycarbonylamino-3-thiophen-2-yl-propionic acid (56675-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 2 N aq. NaOH / dioxane / 4 h / 50 °C

With sodium hydroxide; In 1,4-dioxane;

Reference yield:

N-(tert-butyloxycarbonyl) azide (1070-19-5) → (S)-2-tert-butoxycarbonylamino-3-thiophen-2-yl-propionic acid (56675-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 2 N aq. NaOH / dioxane / 4 h / 50 °C

With sodium hydroxide; In 1,4-dioxane;

upstream raw materials:

2-((tert-butoxycarbonyl)amino)-3-(thiophen-2-yl)propanoic acid

di-tert-butyl dicarbonate

L-3-(2-thienyl)alanine

N-(tert-butyloxycarbonyl) azide

Downstream raw materials:

H-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

N-(tert-butoxycarbonyl)-3-thiophen-2-yl-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

{2-[(S)-1-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiophen-2-yl-ethylcarbamoyl]-2-(4-methoxy-phenyl)-ethylcarbamoyl]-1,1-dimethyl-ethyl}-carbamic acid tert-butyl ester

[(S)-1-(2-fluoro-4-iodo-phenylcarbamoyl)-2-thiophen-2-yl-ethyl]-carbamic acid tert-butyl ester