N2-[(Phenylmethyl)sulfonyl]-D-arginyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]glycinamide

Base Information

• Chemical Name: N2-[(Phenylmethyl)sulfonyl]-D-arginyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]glycinamide
• CAS No.: 186369-21-1
• Molecular Formula: C21H35N9O5S
• Molecular Weight: 525.62
• Mol file: 186369-21-1.mol

Synonyms:N2-[(Phenylmethyl)sulfonyl]-D-arginyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]glycinamide

Chemical Property of N2-[(Phenylmethyl)sulfonyl]-D-arginyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]glycinamide

Chemical Property:

• Density: 1.44

Purity/Quality:

98% ^*data from raw suppliers

N2-[(PHENYLMETHYL)SULFONYL]-D-ARGINYL-N-[(1S)-4-[(AMINOIMINOMETHYL)AMINO]-1-FORMYLBUTYL]-GLYCINAMIDE(9CI) 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N2-[(Phenylmethyl)sulfonyl]-D-arginyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]glycinamide

There total 6 articles about N2-[(Phenylmethyl)sulfonyl]-D-arginyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]glycinamide 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:

t-butyloxycarbonyl-L-arginine (13726-76-6,78603-12-0) → BnSO2-D-Arg-Gly-Arg-H (186369-21-1)

Guidance literature:

Multi-step reaction with 6 steps

1: aq. NaHCO₃

2: iBuO₂CCl; NMM

3: HCl / dioxane

4: BOP; DIEA / dimethylformamide

5: LiAlH₄

6: H₂ / Pd/C

With 4-methyl-morpholine; hydrogenchloride; lithium aluminium tetrahydride; hydrogen; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; palladium on activated charcoal; In 1,4-dioxane; N,N-dimethyl-formamide; 1: Acylation / 2: Cyclization / 3: Acidolysis / 4: Condensation / 5: Reduction / 6: Hydrogenolysis;

DOI:10.1016/S0960-894X(99)00582-X

Reference yield:

[1-Amino-1-((S)-3-amino-2-oxo-piperidin-1-yl)-meth-(E)-ylidene]-carbamic acid benzyl ester (84052-82-4) → BnSO2-D-Arg-Gly-Arg-H (186369-21-1)

Guidance literature:

Multi-step reaction with 3 steps

1: BOP; DIEA / dimethylformamide

2: LiAlH₄

3: H₂ / Pd/C

With lithium aluminium tetrahydride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In N,N-dimethyl-formamide; 1: Condensation / 2: Reduction / 3: Hydrogenolysis;

DOI:10.1016/S0960-894X(99)00582-X

Reference yield:

((S)-1-{Amino-[(E)-benzyloxycarbonylimino]-methyl}-2-oxo-piperidin-3-yl)-carbamic acid tert-butyl ester (51219-20-6) → BnSO2-D-Arg-Gly-Arg-H (186369-21-1)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl / dioxane

2: BOP; DIEA / dimethylformamide

3: LiAlH₄

4: H₂ / Pd/C

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; N,N-dimethyl-formamide; 1: Acidolysis / 2: Condensation / 3: Reduction / 4: Hydrogenolysis;

DOI:10.1016/S0960-894X(99)00582-X

upstream raw materials:

t-butyloxycarbonyl-L-arginine

[1-Amino-1-((S)-3-amino-2-oxo-piperidin-1-yl)-meth-(E)-ylidene]-carbamic acid benzyl ester

((S)-1-{Amino-[(E)-benzyloxycarbonylimino]-methyl}-2-oxo-piperidin-3-yl)-carbamic acid tert-butyl ester

Boc-Arg(Cbz)-OH