1alphaH,5alphaH-Tropan-3alpha-ol, 6beta,7beta-epoxy-, (-)-tropate (ester), hydrobromide

Base Information

• Chemical Name: 1alphaH,5alphaH-Tropan-3alpha-ol, 6beta,7beta-epoxy-, (-)-tropate (ester), hydrobromide
• CAS No.: 672-21-9
• Molecular Formula: BrH*C₁₇H₂₁NO₄
• Molecular Weight: 384.27
• DSSTox Substance ID: DTXSID20986312
• Mol file: 672-21-9.mol

Synonyms:Sereen;l-Scopolamine-hydrobromide;(-)-Scopolamine hydrobromide;EINECS 204-050-6;Scopolamine Hydrobromide (anhydrous);NSC 61806;C17H21NO4.HBr;DTXSID20986312;1alphaH,5alphaH-Tropan-3-alpha-ol, 5beta,7beta-epoxy-, (-)-tropate (ester), hydrobromide;1alphaH,5alphaH-Tropan-3alpha-ol, 6beta,7beta-epoxy-, (-)-tropate (ester), hydrobromide;1-alpha-H,5-alpha-H-Tropan-3-alpha-ol, 6-beta,7-beta-epoxy-, (-)-tropate (ester), hydrobromide;Benzeneacetic acid, alpha-(hydroxymethyl)-, (1alpha,2beta,4beta,5alpha,7beta)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl ester, hydrobromide, (alphaS)-;Benzeneacetic acid, alpha-(hydroxymethyl)-, 9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl ester, hydrobromide, (7(S)-(1alpha,2beta,4beta,5alpha,7beta))-;LS-567;1-alpha-H,5-alpha-H-Tropan-3-alpha-ol, 6-beta,7-beta-epoxy-, (-)-tropate (ester),hydrobromide;9-Methyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]nonan-7-yl 3-hydroxy-2-phenylpropanoate--hydrogen bromide (1/1)

Chemical Property of 1alphaH,5alphaH-Tropan-3alpha-ol, 6beta,7beta-epoxy-, (-)-tropate (ester), hydrobromide

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 383.07322
• Heavy Atom Count: 23
• Complexity: 418

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4.Br
• Isomeric SMILES: CN1[C@H]2CC(C[C@H]1[C@H]3[C@@H]2O3)OC(=O)C(CO)C4=CC=CC=C4.Br

Technology Process of 1alphaH,5alphaH-Tropan-3alpha-ol, 6beta,7beta-epoxy-, (-)-tropate (ester), hydrobromide

There total 1 articles about 1alphaH,5alphaH-Tropan-3alpha-ol, 6beta,7beta-epoxy-, (-)-tropate (ester), hydrobromide 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:

→ (+/-)-scopolamine; hydrobromide (114-49-8,305-67-9,672-21-9,20368-51-8,53448-17-2)

Guidance literature:

With water;

Reference yield: 73.0%

(+/-)-Scopolamine hydrobromide (672-21-9) → (1R,3S,5S)-3'-hydroxy-2'-phenylpropionic acid 8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-yl ester (22150-33-0)

Guidance literature:

copper; zinc; In acetonitrile; at 156 ℃; for 72h;

DOI:10.1071/CH05303

Reference yield:

(+/-)-Scopolamine hydrobromide (672-21-9) → (1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-ol (20513-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / zinc; copper / acetonitrile / 72 h / 156 °C

2: 58 percent / sodium hydroxide / 2.5 h / Heating

With sodium hydroxide; copper; zinc; In acetonitrile;

DOI:10.1071/CH05303

Downstream raw materials:

(1R,3S,5S)-3'-hydroxy-2'-phenylpropionic acid 8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-yl ester

(1R,3S,5S)-2'-hydroxy-2',2'-di(thiophen-2''-yl)acetic acid 8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-yl ester

N-demethyltiotropium

(1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-ol