2-Methyl-1,3,4,9a,10,10a,11a,11b-octahydro-2H-1,5-methano[1]benzofuro[3,2-e]oxireno[h]isoquinoline-8,10-diyl diacetate

Base Information

• Chemical Name: 2-Methyl-1,3,4,9a,10,10a,11a,11b-octahydro-2H-1,5-methano[1]benzofuro[3,2-e]oxireno[h]isoquinoline-8,10-diyl diacetate
• CAS No.: 77632-95-2
• Molecular Formula: C21H23 N O6
• Molecular Weight: 385.417
• DSSTox Substance ID: DTXSID40998851
• Wikidata: Q82991630
• Mol file: 77632-95-2.mol

Synonyms:2-Methyl-1,3,4,9a,10,10a,11a,11b-octahydro-2H-1,5-methano[1]benzofuro[3,2-e]oxireno[h]isoquinoline-8,10-diyl diacetate;DTXSID40998851;[(1S,5R,13S,14R,15S,17S,18R)-10-Acetyloxy-4-methyl-12,16-dioxa-4-azahexacyclo[9.7.1.01,13.05,18.07,19.015,17]nonadeca-7(19),8,10-trien-14-yl] acetate

Chemical Property of 2-Methyl-1,3,4,9a,10,10a,11a,11b-octahydro-2H-1,5-methano[1]benzofuro[3,2-e]oxireno[h]isoquinoline-8,10-diyl diacetate

Chemical Property:

• Vapor Pressure: 4.45E-11mmHg at 25°C
• Boiling Point: 524.1°C at 760 mmHg
• Flash Point: 270.8°C
• PSA: 77.60000
• Density: 1.43g/cm³
• LogP: 1.13770
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 385.15253745
• Heavy Atom Count: 28
• Complexity: 728

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1C2C(O2)C3C4CC5=C6C3(C1OC6=C(C=C5)OC(=O)C)CCN4C
• Isomeric SMILES: CC(=O)O[C@H]1[C@@H]2[C@@H](O2)[C@H]3[C@H]4CC5=C6[C@]3([C@@H]1OC6=C(C=C5)OC(=O)C)CCN4C

Technology Process of 2-Methyl-1,3,4,9a,10,10a,11a,11b-octahydro-2H-1,5-methano[1]benzofuro[3,2-e]oxireno[h]isoquinoline-8,10-diyl diacetate

There total 4 articles about 2-Methyl-1,3,4,9a,10,10a,11a,11b-octahydro-2H-1,5-methano[1]benzofuro[3,2-e]oxireno[h]isoquinoline-8,10-diyl diacetate 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: 62.9%

acetic anhydride (108-24-7) + morphine-7,8-oxide (77632-94-1) → heroin-7,8-oxide (77632-95-2)

Guidance literature:

In pyridine;

DOI:10.1248/cpb.28.3722

Reference yield:

3-methoxymethylmorphinone (77632-93-0) → heroin-7,8-oxide (77632-95-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / H₂O₂, NaOH / methanol; H₂O

2: 66 percent / NaBH₄ / methanol

3: 73.1 percent / 1N HCl / 20 °C

4: 62.9 percent / pyridine

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; In pyridine; methanol; water;

DOI:10.1248/cpb.28.3722

Reference yield:

3-methoxymethylmorphinone-7,8-oxide (77648-71-6) → heroin-7,8-oxide (77632-95-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / NaBH₄ / methanol

2: 73.1 percent / 1N HCl / 20 °C

3: 62.9 percent / pyridine

With hydrogenchloride; sodium tetrahydroborate; In pyridine; methanol;

DOI:10.1248/cpb.28.3722

upstream raw materials:

acetic anhydride

morphine-7,8-oxide

3-methoxymethylmorphinone

3-methoxymethylmorphinone-7,8-oxide

Refernces