(R)-8-[(E)-2-(4-methoxyphenyl)vinyl]-7,8-dihydro-1,3,5-trioxa-6-thia-7-azacyclopenta[b]naphthalene 6,6-dioxide

Base Information

• Chemical Name: (R)-8-[(E)-2-(4-methoxyphenyl)vinyl]-7,8-dihydro-1,3,5-trioxa-6-thia-7-azacyclopenta[b]naphthalene 6,6-dioxide
• CAS No.: 1393377-52-0
• Molecular Formula: C₁₇H₁₅NO₆S
• Molecular Weight: 361.375
• Mol file: 1393377-52-0.mol

Synonyms:(R)-8-[(E)-2-(4-methoxyphenyl)vinyl]-7,8-dihydro-1,3,5-trioxa-6-thia-7-azacyclopenta[b]naphthalene 6,6-dioxide

Chemical Property of (R)-8-[(E)-2-(4-methoxyphenyl)vinyl]-7,8-dihydro-1,3,5-trioxa-6-thia-7-azacyclopenta[b]naphthalene 6,6-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-8-[(E)-2-(4-methoxyphenyl)vinyl]-7,8-dihydro-1,3,5-trioxa-6-thia-7-azacyclopenta[b]naphthalene 6,6-dioxide

There total 2 articles about (R)-8-[(E)-2-(4-methoxyphenyl)vinyl]-7,8-dihydro-1,3,5-trioxa-6-thia-7-azacyclopenta[b]naphthalene 6,6-dioxide 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: 93.0%

potassium trans-2-(p-methoxyphenyl)vinyltrifluoroborate + [1,3]dioxolo[4',5':4,5]benzo[1,2-e][1,2,3]oxathiazine 2,2-dioxide (1393377-33-7) → (R)-8-[(E)-2-(4-methoxyphenyl)vinyl]-7,8-dihydro-1,3,5-trioxa-6-thia-7-azacyclopenta[b]naphthalene 6,6-dioxide (1393377-52-0)

Guidance literature:

With C₄₄H₄₄Cl₂Rh₂; In 1,4-dioxane; methanol; at 80 ℃; for 24h; optical yield given as %ee; Inert atmosphere;

DOI:10.1002/anie.201202136

Reference yield:

4,5-methylenedioxy-2-hydroxybenzaldehyde (4720-68-7) → (R)-8-[(E)-2-(4-methoxyphenyl)vinyl]-7,8-dihydro-1,3,5-trioxa-6-thia-7-azacyclopenta[b]naphthalene 6,6-dioxide (1393377-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulphamoyl chloride; dimethyl amine / 18 h / 20 °C

2: C₄₄H₄₄Cl₂Rh₂ / 1,4-dioxane; methanol / 24 h / 80 °C / Inert atmosphere

With C₄₄H₄₄Cl₂Rh₂; sulphamoyl chloride; dimethyl amine; In 1,4-dioxane; methanol;

DOI:10.1002/anie.201202136

upstream raw materials:

[1,3]dioxolo[4',5':4,5]benzo[1,2-e][1,2,3]oxathiazine 2,2-dioxide

4,5-methylenedioxy-2-hydroxybenzaldehyde