Cyclopenta[b]thiopyran-4-ol, octahydro-, 1,1-dioxide, (4-alpha-,4a-ba-,7a-alpha-)- (9CI)

Base Information

• Chemical Name: Cyclopenta[b]thiopyran-4-ol, octahydro-, 1,1-dioxide, (4-alpha-,4a-ba-,7a-alpha-)- (9CI)
• CAS No.: 138331-46-1
• Molecular Formula: C8H14O3S
• Molecular Weight: 190.25996
• Mol file: 138331-46-1.mol

Synonyms:Cyclopenta[b]thiopyran-4-ol, octahydro-, 1,1-dioxide, (4-alpha-,4a-b閠a-,7a-alpha-)- (9CI);Cyclopenta[b]thiopyran-4-ol,octahydro-,1,1-dioxide,(4-alpha-,4a-bta-,7a-alpha-)-(9CI)

Chemical Property of Cyclopenta[b]thiopyran-4-ol, octahydro-, 1,1-dioxide, (4-alpha-,4a-ba-,7a-alpha-)- (9CI)

Chemical Property:

• PSA: 62.75000
• LogP: 1.41530

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopenta[b]thiopyran-4-ol, octahydro-, 1,1-dioxide, (4-alpha-,4a-ba-,7a-alpha-)- (9CI)

There total 13 articles about Cyclopenta[b]thiopyran-4-ol, octahydro-, 1,1-dioxide, (4-alpha-,4a-ba-,7a-alpha-)- (9CI) 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: 90.0%

((4S,4aS,7aS)-1,1-Dioxo-octahydro-1λ6-cyclopenta[b]thiopyran-4-yloxy)-trimethyl-silane (134334-06-8,134451-87-9,138331-47-2) → cis-2-thiabicyclo<4.3.0>nonan-5α-ol 2,2-dioxide (134333-92-9,134451-81-3,134451-84-6,134451-86-8,138331-46-1)

Guidance literature:

With hydrogenchloride; In methanol;

DOI:10.1021/jo00014a035

Reference yield: 70.0%

→ cis-2-thiabicyclo<4.3.0>nonan-5β-ol 2,2-dioxide (134451-81-3) + trans-2-thiabicyclo<4.3.0>nonan-5β-ol 2,2-dioxide (134333-92-9,134451-81-3,134451-84-6,134451-86-8,138331-46-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 70 ℃; for 4h;

DOI:10.1021/jo00014a035

Reference yield:

(E)-thiacyclonon-4-ene (68013-79-6) → cis-2-thiabicyclo<4.3.0>nonan-5α-ol 2,2-dioxide (134333-92-9,134451-81-3,134451-84-6,134451-86-8,138331-46-1)

Guidance literature:

Multi-step reaction with 4 steps

1: hexane / 5 h / Ambient temperature; Irradiation

2: 90 percent / m-CPBA / CH₂Cl₂ / 6 h / 25 °C

3: 1) BuLi; 2) Et3N / 1a) -40 deg C, THF, hexane; b) separation of byproducts: cis- and trans-2-thiabicyclo<6.1.0>nonan-7α-ol 2,2-dioxide; 2) THF, 4 h, r.t.

4: 90 percent / 3percent HCl / methanol

With hydrogenchloride; n-butyllithium; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; hexane; dichloromethane;

DOI:10.1021/jo00014a035

upstream raw materials:

(E)-4,5-epoxy-1-thiacyclononane 1,1-dioxide

((4S,4aS,7aS)-1,1-Dioxo-octahydro-1λ⁶-cyclopenta[b]thiopyran-4-yloxy)-trimethyl-silane

(Z)-thiacyclonon-4-ene

(E)-thiacyclonon-4-ene