Boc-Met(O2)-OH

Base Information

• Chemical Name: Boc-Met(O2)-OH
• CAS No.: 60280-45-7
• Molecular Formula: C10 H19 NO6 S
• Molecular Weight: 281.33
• Hs Code.: 2924199090
• European Community (EC) Number: 834-865-8
• DSSTox Substance ID: DTXSID50426913
• Wikidata: Q72509894
• Mol file: 60280-45-7.mol

Synonyms:Boc-Met(O2)-OH;60280-45-7;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfonylbutanoic acid;(S)-2-((tert-Butoxycarbonyl)amino)-4-(methylsulfonyl)butanoic acid;N-alpha-t-Butoxycarbonyl-L-methionine sulfone;Boc-L-methionine sulfone;N-Boc-L-methionine sulfone;SCHEMBL1143768;DTXSID50426913;CPGDRHNBSOQFMF-ZETCQYMHSA-N;(2R)-2-[(tert-Butoxycarbonyl)amino]-4-(methylsulfonyl)butanoic acid;MFCD00065587;(S)-2-[(TERT-BUTOXYCARBONYL)AMINO]-4-METHYLSULFONYLBUTANOIC ACID;AKOS016014148;AS-46932;Boc-Met(O2)-OH, >=96.0% (TLC);CS-0187742;EN300-383914;F10959;N-alpha-t-Butyloxycarbonyl-L-methionine sulfone;(S)-2-tert-Butoxycarbonylamino-4-methanesulfonyl-butyric acid;(S)-2-(tert-butoxycarbonylamino)-4-(methylsulfonyl)butanoic acid;(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-methanesulfonylbutanoic acid;(2S)-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-4-(methylsulfonyl)butanoic acid

Chemical Property of Boc-Met(O2)-OH

Chemical Property:

• Vapor Pressure: 2.34E-12mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 523.408 °C at 760 mmHg
• Flash Point: 270.347 °C
• PSA: 118.15000
• Density: 1.267 g/cm³
• LogP: 1.87070
• Storage Temp.: Store at RT.
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 281.09330850
• Heavy Atom Count: 18
• Complexity: 403

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-2-(tert-Butoxycarbonyl)-4-(methylsulfonyl)butanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCS(=O)(=O)C)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCS(=O)(=O)C)C(=O)O
• Uses: (S)-2-(tert-Butoxycarbonyl)-4-(methylsulfonyl)butanoic Acid is useful for the synthesis of ciliatamide A.

Technology Process of Boc-Met(O2)-OH

There total 4 articles about Boc-Met(O2)-OH 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: 88.0%

L-methionine sulfone (7314-32-1,1118-85-0) + di-tert-butyl dicarbonate (24424-99-5) → N-Boc-L-methionine sulfone (60280-45-7)

Guidance literature:

With sodium hydroxide; In water; tert-butyl alcohol; at 45 ℃; for 1h;

DOI:10.1134/S1068162017050132

Reference yield: 80.6%

N-(tert-butyloxycarbonyl) azide (1070-19-5) + L-methionine sulfone (7314-32-1,1118-85-0) → N-Boc-L-methionine sulfone (60280-45-7)

Guidance literature:

With triethylamine; In 1,4-dioxane; water;

DOI:10.1002/recl.19831020505

Reference yield:

N-tert-butoxycarbonyl-L-methionine (2488-15-5) → N-Boc-L-methionine sulfone (60280-45-7)

Guidance literature:

With Oxone; In methanol; at 20 ℃; for 2h;

DOI:10.1021/np300878b

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

L-methionine sulfone

N-tert-butoxycarbonyl-L-methionine

di-tert-butyl dicarbonate

Downstream raw materials:

(S)-2-[(S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-4-methanesulfonyl-N,N-dipentyl-butyramide

[(S)-1-((S)-1-Dipentylcarbamoyl-3-methanesulfonyl-propylcarbamoyl)-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

Phosphoric acid 4-[(S)-2-acetylamino-2-((S)-1-dipentylcarbamoyl-3-methanesulfonyl-propylcarbamoyl)-ethyl]-phenyl ester di-tert-butyl ester

L 368899

Refernces

• 1、 Takada, Kentaro,Irie, Raku,Suo, Rei,Matsunaga, Shigeki. "Resolution of the Confusion in the Assignments of Configuration for the Ciliatamides, Acylated Dipeptides from Marine Sponges". . p. 2845 - 2849. Retrieved 2017/11/06.
• 2、 Imae, Yasufumi,Takada, Kentaro,Okada, Shigeru,Ise, Yuji,Yoshimura, Hiroshi,Morii, Yasuhiro,Matsunaga, Shigeki. "Isolation of ciliatamide D from a marine sponge Stelletta sp. and a reinvestigation of the configuration of ciliatamide A". . p. 755 - 758. Retrieved 2013/06/05.