Trachelogenin

Base Information

• Chemical Name: Trachelogenin
• CAS No.: 34209-69-3
• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.417
• Mol file: 34209-69-3.mol

Synonyms:

Chemical Property of Trachelogenin

Chemical Property:

• Vapor Pressure: 2.02E-14mmHg at 25°C
• Boiling Point: 582.7°Cat760mmHg
• Flash Point: 203.8°C
• PSA: 94.45000
• Density: 1.3g/cm³
• LogP: 2.10730

Purity/Quality:

Analysis control,HPLC≥98% ^*data from raw suppliers

Trachelogenin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Trachelogenin

There total 7 articles about Trachelogenin 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%

(-)-O-benzyltrachelogenine (124887-01-0) → trachelogenin (34209-69-3,131351-77-4,146276-20-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 3h; under 2250.2 Torr; Ambient temperature;

DOI:10.1016/S0040-4020(01)89041-4

Reference yield:

(3R,4R)-3-[(3-methoxy-4-benzyloxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl] dihydro-2-(3H)-furanone (123251-05-8) → trachelogenin (34209-69-3,131351-77-4,146276-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) LHDS, 2) O₂, 12-crown-4 / 1) C₆H₆, r.t., 2 h, 2) 3 h

2: 90 percent / H₂ / 10percent Pd/C / aq. ethanol; ethyl acetate / 3 h / 2250.2 Torr / Ambient temperature

With (1,4,7,10-tetraoxacyclododecane); hydrogen; oxygen; lithium hexamethyldisilazane; palladium on activated charcoal; In ethanol; ethyl acetate;

DOI:10.1016/S0040-4020(01)89041-4

Reference yield:

(R)-4-(3,4-dimethoxybenzyl)dihydrofuran-2(3H)-one (108102-77-8) → trachelogenin (34209-69-3,131351-77-4,146276-20-2)

Guidance literature:

Multi-step reaction with 3 steps

2: 24 percent / lithium hexamethyldisilazide, dry oxygen / 12-crown-4 / benzene / 3 h / Ambient temperature

3: hydrogen / 10percent Pd-C / ethanol; ethyl acetate / 3 h / Ambient temperature

With hydrogen; oxygen; lithium hexamethyldisilazane; palladium on activated charcoal; (1,4,7,10-tetraoxacyclododecane); In ethanol; ethyl acetate; benzene;

DOI:10.1016/S0040-4039(00)99653-9

upstream raw materials:

(-)-O-benzyltrachelogenine

trachelogenin 4'-O-β-gentiobioside

(3R,4R)-3-[(3-methoxy-4-benzyloxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl] dihydro-2-(3H)-furanone

(R)-4-(3,4-dimethoxybenzyl)dihydrofuran-2(3H)-one

Downstream raw materials:

5-hydroxytrachelogenin

5-acetoxytrachelogenin diacetate

trachelogenin diacetate

(-)-O-methyltrachelogenine