N-Formylmethionine-thioamide-leucyl-phenylalanine methyl ester

Base Information

• Chemical Name: N-Formylmethionine-thioamide-leucyl-phenylalanine methyl ester
• CAS No.: 99929-11-0
• Molecular Formula: C₂₂H₃₃N₃O₄S₂
• Molecular Weight: 467.654
• DSSTox Substance ID: DTXSID30912384
• Mol file: 99929-11-0.mol

Synonyms:FMSLP-OMe;N-formylmethionine-thioamide-leucyl-phenylalanine methyl ester

Chemical Property of N-Formylmethionine-thioamide-leucyl-phenylalanine methyl ester

Chemical Property:

• PSA: 167.94000
• Density: 1.174g/cm³
• LogP: 4.17820
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 14
• Exact Mass: 467.19124889
• Heavy Atom Count: 31
• Complexity: 585

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(C)C(C(=O)NC(CC1=CC=CC=C1)C(=O)OC)NC(=S)C(CCSC)NC=O

Technology Process of N-Formylmethionine-thioamide-leucyl-phenylalanine methyl ester

There total 1 articles about N-Formylmethionine-thioamide-leucyl-phenylalanine methyl 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:

formic acid (64-18-6) + Boc-Met-Leu-Phe-OMe (77542-78-0) → (S)-2-[(S)-2-((S)-2-Formylamino-4-methylsulfanyl-thiobutyrylamino)-4-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester (99929-11-0) + (S)-2-[(S)-2-((S)-2-Formylamino-4-methylsulfanyl-butyrylamino)-4-methyl-pentanethioylamino]-3-phenyl-propionic acid methyl ester (99701-32-3) + (S)-2-[(S)-2-((S)-2-Formylamino-4-methylsulfanyl-thiobutyrylamino)-4-methyl-pentanethioylamino]-3-phenyl-propionic acid methyl ester (99701-33-4)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1139/v85-511

Reference yield: 25.0%

CYANAMID (420-04-2) + (S)-2-[(S)-2-((S)-2-Formylamino-4-methylsulfanyl-thiobutyrylamino)-4-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester (99929-11-0) → C23H33N5O4S (99701-48-1)

Guidance literature:

With mercury(II) diacetate; triethylamine; In acetonitrile;

DOI:10.1139/v85-511

Reference yield:

(S)-2-[(S)-2-((S)-2-Formylamino-4-methylsulfanyl-thiobutyrylamino)-4-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester (99929-11-0) → (S)-2-{(S)-2-[((S)-2-Formylamino-N-hydroxy-4-methylsulfanyl-butyrimidoyl)-amino]-4-methyl-pentanoylamino}-3-phenyl-propionic acid methyl ester (99701-47-0,99746-79-9,123619-66-9) + (S)-2-{(S)-2-[((S)-2-Formylamino-N-hydroxy-4-methylsulfanyl-butyrimidoyl)-amino]-4-methyl-pentanoylamino}-3-phenyl-propionic acid methyl ester (99701-47-0,99746-79-9,123619-66-9)

Guidance literature:

With hydroxylamine hydrochloride; mercury(II) diacetate; triethylamine; In acetonitrile; Yield given. Yields of byproduct given;

DOI:10.1139/v85-511

upstream raw materials:

formic acid

Boc-Met-Leu-Phe-OMe

Downstream raw materials:

C₂₃H₃₃N₅O₄S

(S)-2-{(S)-2-[((S)-2-Formylamino-N-hydroxy-4-methylsulfanyl-butyrimidoyl)-amino]-4-methyl-pentanoylamino}-3-phenyl-propionic acid methyl ester

(S)-2-{(S)-2-[((S)-2-Formylamino-N-hydroxy-4-methylsulfanyl-butyrimidoyl)-amino]-4-methyl-pentanoylamino}-3-phenyl-propionic acid methyl ester

Refernces