2,3-dihydro-2-<4-(tetra-O-acetyl-β-D-glucosyloxy)-phenyl>-4-phenyl-1,5-benzothiazepine

Base Information

• Chemical Name: 2,3-dihydro-2-<4-(tetra-O-acetyl-β-D-glucosyloxy)-phenyl>-4-phenyl-1,5-benzothiazepine
• CAS No.: 74642-74-3
• Molecular Formula: C₃₅H₃₅NO₁₀S
• Molecular Weight: 661.73
• Mol file: 74642-74-3.mol

Synonyms:2,3-dihydro-2-<4-(tetra-O-acetyl-β-D-glucosyloxy)-phenyl>-4-phenyl-1,5-benzothiazepine

Chemical Property of 2,3-dihydro-2-<4-(tetra-O-acetyl-β-D-glucosyloxy)-phenyl>-4-phenyl-1,5-benzothiazepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-dihydro-2-<4-(tetra-O-acetyl-β-D-glucosyloxy)-phenyl>-4-phenyl-1,5-benzothiazepine

There total 6 articles about 2,3-dihydro-2-<4-(tetra-O-acetyl-β-D-glucosyloxy)-phenyl>-4-phenyl-1,5-benzothiazepine 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: 51.6%

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[4-((E)-3-oxo-3-phenyl-propenyl)-phenoxy]-tetrahydro-pyran-3-yl ester (74629-62-2) + 2-amino-benzenethiol (137-07-5) → 2,3-dihydro-2-<4-(tetra-O-acetyl-β-D-glucosyloxy)-phenyl>-4-phenyl-1,5-benzothiazepine (74642-74-3)

Guidance literature:

1.) toluene, reflux, 3 h; 2.) methanol, glacial acetic acid, reflux, 1 h;

Reference yield: 31.7%

2-(4-hydroxyphenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine (74629-69-9) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2,3-dihydro-2-<4-(tetra-O-acetyl-β-D-glucosyloxy)-phenyl>-4-phenyl-1,5-benzothiazepine (74642-74-3)

Guidance literature:

With sodium hydroxide; In acetone; for 24h; Ambient temperature;

Reference yield:

4-hydroxychalcone (38239-55-3,20426-12-4) → 2,3-dihydro-2-<4-(tetra-O-acetyl-β-D-glucosyloxy)-phenyl>-4-phenyl-1,5-benzothiazepine (74642-74-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 74.1 percent / toluene / 3 h / Heating

2: 75.5 percent / ethanol; acetic acid / 1 h / Heating

3: 31.7 percent / NaOH (2.0 N) / acetone / 24 h / Ambient temperature

With sodium hydroxide; In ethanol; acetic acid; acetone; toluene;

upstream raw materials:

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[4-((E)-3-oxo-3-phenyl-propenyl)-phenoxy]-tetrahydro-pyran-3-yl ester

2-amino-benzenethiol

2-(4-hydroxyphenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide