Enkephalinamide, met(2)-pro(5)-(N(1,5))-galactopyranosyl-

Base Information

• Chemical Name: Enkephalinamide, met(2)-pro(5)-(N(1,5))-galactopyranosyl-
• CAS No.: 113350-05-3
• Molecular Formula: C₃₆H₅₀N₆O₁₁S
• Molecular Weight: 774.893
• DSSTox Substance ID: DTXSID10150363
• Wikidata: Q83016424
• Mol file: 113350-05-3.mol

Synonyms:2-Met-5-Pro-(N(1,5))-galactopyranosyl-enkephalinamide;enkephalinamide, Met(2)-Pro(5)-(N(1,5))-galactopyranosyl-;enkephalinamide, methionyl(2)-proline(5)-(N(1,5))-galactopyranosyl-;MPG-enkephalinamide

Chemical Property of Enkephalinamide, met(2)-pro(5)-(N(1,5))-galactopyranosyl-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1163.8°Cat760mmHg
• PKA: 9.97±0.15(Predicted)
• Flash Point: 657.6°C
• PSA: 312.37000
• Density: 1.403g/cm³
• LogP: 1.25010
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 17
• Exact Mass: 774.32582761
• Heavy Atom Count: 54
• Complexity: 1250

Purity/Quality:

80%，90%，95%，98%，99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(C(=O)NCC(=O)NC(CC1=CC=CC=C1)C(=O)NC(=O)C2CCCN2C3C(C(C(C(O3)CO)O)O)O)NC(=O)C(CC4=CC=C(C=C4)O)N
• Isomeric SMILES: CSCC[C@H](C(=O)NCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)NC(=O)[C@@H]2CCCN2[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)NC(=O)[C@H](CC4=CC=C(C=C4)O)N

Technology Process of Enkephalinamide, met(2)-pro(5)-(N(1,5))-galactopyranosyl-

There total 6 articles about Enkephalinamide, met(2)-pro(5)-(N(1,5))-galactopyranosyl- 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:

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → (D-Met2,Pro5)-enkephalin-N-(galactopyranosyl)amide (113282-21-6,113350-05-3,115729-31-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 49 percent / NaN₃ / dimethylformamide / 2 h / 85 - 90 °C

2: 97 percent / H₂ / PtO₂ / ethyl acetate / 1 h

3: 1-hydroxybenzotriazol, 2-mercaptoethanol, dicyclohexylcarbodiimid / tetrahydrofuran / 1) -20 deg C, 1 h, 2) RT, 24 h

4: trifluoroacetic acid / CH₂Cl₂ / 1 h / Ambient temperature

5: NH₃, trifluoroacetic acid / methanol; CH₂Cl₂ / 3 h / Ambient temperature; pH 10-11

With sodium azide; ammonia; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2-hydroxyethanethiol; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

(2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-azidotetrahydro-2H-pyran-3,4,5-triyl triacetate (13992-26-2) → (D-Met2,Pro5)-enkephalin-N-(galactopyranosyl)amide (113282-21-6,113350-05-3,115729-31-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / H₂ / PtO₂ / ethyl acetate / 1 h

2: 1-hydroxybenzotriazol, 2-mercaptoethanol, dicyclohexylcarbodiimid / tetrahydrofuran / 1) -20 deg C, 1 h, 2) RT, 24 h

3: trifluoroacetic acid / CH₂Cl₂ / 1 h / Ambient temperature

4: NH₃, trifluoroacetic acid / methanol; CH₂Cl₂ / 3 h / Ambient temperature; pH 10-11

With ammonia; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2-hydroxyethanethiol; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

Reference yield:

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylamine (41355-50-4,51642-81-0,70128-27-7,70145-20-9,94482-21-0,98300-76-6,58484-22-3) → (D-Met2,Pro5)-enkephalin-N-(galactopyranosyl)amide (113282-21-6,113350-05-3,115729-31-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazol, 2-mercaptoethanol, dicyclohexylcarbodiimid / tetrahydrofuran / 1) -20 deg C, 1 h, 2) RT, 24 h

2: trifluoroacetic acid / CH₂Cl₂ / 1 h / Ambient temperature

3: NH₃, trifluoroacetic acid / methanol; CH₂Cl₂ / 3 h / Ambient temperature; pH 10-11

With ammonia; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2-hydroxyethanethiol; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylamine

Boc Tyr D_.Met Gly Phe Pro OMe

N-(t-butoxycarbonyl)-L-tyrosyl-D-methionyl-glycyl-L-phenylalanyl-L-proline

C₄₉H₆₆N₆O₁₇S