1-[2-[[2-[[2-[[2-[(2-amino-3-hydroxypropanoyl)amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]-N-(2-amino-2-oxoethyl)pyrrolidine-2-carboxamide

Base Information

• Chemical Name: 1-[2-[[2-[[2-[[2-[(2-amino-3-hydroxypropanoyl)amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]-N-(2-amino-2-oxoethyl)pyrrolidine-2-carboxamide
• CAS No.: 51776-33-1
• Molecular Formula: C33H53N11O9
• Molecular Weight: 747.852
• European Community (EC) Number: 637-109-3
• DSSTox Substance ID: DTXSID90401002
• Mol file: 51776-33-1.mol

Synonyms:51776-33-1;1-[2-[[2-[[2-[[2-[(2-amino-3-hydroxypropanoyl)amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]-N-(2-amino-2-oxoethyl)pyrrolidine-2-carboxamide;H-Ser-tyr-gly-leu-arg-pro-gly-nh2;SCHEMBL11884805;DTXSID90401002;FT-0689008

Chemical Property of 1-[2-[[2-[[2-[[2-[(2-amino-3-hydroxypropanoyl)amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]-N-(2-amino-2-oxoethyl)pyrrolidine-2-carboxamide

Chemical Property:

• PKA: 9.82±0.15(Predicted)
• PSA: 337.28000
• Density: 1.48±0.1 g/cm3(Predicted)
• LogP: 0.21070
• Storage Temp.: −20°C
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 21
• Exact Mass: 747.40277231
• Heavy Atom Count: 53
• Complexity: 1300

Purity/Quality:

99% ^*data from raw suppliers

LHRH (4-10) > 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 60
• Safety Statements: 53-22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NCC(=O)N)NC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(CO)N

Technology Process of 1-[2-[[2-[[2-[[2-[(2-amino-3-hydroxypropanoyl)amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]-N-(2-amino-2-oxoethyl)pyrrolidine-2-carboxamide

There total 16 articles about 1-[2-[[2-[[2-[[2-[(2-amino-3-hydroxypropanoyl)amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]-N-(2-amino-2-oxoethyl)pyrrolidine-2-carboxamide 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:

(S)-Leu-OMe (2666-93-5) → luteinizing hormone-releasing hormone (4-10) (51776-33-1)

Guidance literature:

Multi-step reaction with 7 steps

2: Hydrogen bromide / acetic acid

4: NH₂NH₂

5: HNO₂

7: H₂ / catalytic hydrog.

With hydrogen bromide; hydrogen; cis-nitrous acid; hydrazine; In acetic acid;

DOI:10.1007/BF00714941

Reference yield:

N-benzyloxycarbonylglycyl-L-leucine methyl ester (17331-93-0) → luteinizing hormone-releasing hormone (4-10) (51776-33-1)

Guidance literature:

Multi-step reaction with 6 steps

1: Hydrogen bromide / acetic acid

3: NH₂NH₂

4: HNO₂

6: H₂ / catalytic hydrog.

With hydrogen bromide; hydrogen; cis-nitrous acid; hydrazine; In acetic acid;

DOI:10.1007/BF00714941

Reference yield:

Z-Arg-OH (1234-35-1) → luteinizing hormone-releasing hormone (4-10) (51776-33-1)

Guidance literature:

Multi-step reaction with 4 steps

2: hydrogen bromide / acetic acid

4: H₂ / catalytic hydrog.

With hydrogen bromide; hydrogen; In acetic acid;

DOI:10.1007/BF00714941

upstream raw materials:

{(S)-1-[(S)-1-{[((S)-1-{(S)-1-[(S)-2-(Carbamoylmethyl-carbamoyl)-pyrrolidine-1-carbonyl]-4-guanidino-butylcarbamoyl}-3-methyl-butylcarbamoyl)-methyl]-carbamoyl}-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-2-hydroxy-ethyl}-carbamic acid benzyl ester

gonadorelin

BOC-glycine

1-(tert-butoxycarbonyl)-L-proline

Downstream raw materials:

gonadorelin

Refernces

• 1、 Hoitink, Marnix A.,Beijnen, Jos H.,Bult, Auke,Van Der Houwen, Oeds A. G. J.,Nijholt, Jack,Underberg, Willy J. M.. "Degradation kinetics of gonadorelin in aqueous solution". . p. 1053 - 1059. Retrieved 2007/10/03.