1,6,7,8-Indolizinetetrol, octahydro-, (1S,6R,7R,8R,8aR)-

Base Information

• Chemical Name: 1,6,7,8-Indolizinetetrol, octahydro-, (1S,6R,7R,8R,8aR)-
• CAS No.: 107244-34-8
• Molecular Formula: C₈H₁₅NO₄
• Molecular Weight: 189.211
• Hs Code.: 2933990090
• Mol file: 107244-34-8.mol

Synonyms:1,6,7,8-Indolizinetetrol,octahydro-, [1S-(1a,6a,7a,8b,8ab)]-; (+)-6-Epicastanospermine;6-Epicastanospermine; 6-epi-Castanospermine

Chemical Property of 1,6,7,8-Indolizinetetrol, octahydro-, (1S,6R,7R,8R,8aR)-

Chemical Property:

• Vapor Pressure: 6.94E-09mmHg at 25°C
• Boiling Point: 421.9°Cat760mmHg
• Flash Point: 267.6°C
• PSA: 84.16000
• Density: 1.53g/cm³
• LogP: -2.54420

Purity/Quality:

95% ^*data from raw suppliers

6-Epi-castanospermine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,6,7,8-Indolizinetetrol, octahydro-, (1S,6R,7R,8R,8aR)-

There total 84 articles about 1,6,7,8-Indolizinetetrol, octahydro-, (1S,6R,7R,8R,8aR)- 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: 98.0%

(3aR,8S,8aR,9R,9aR)-2,2-dimethyl-8-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)-9-(triiso-propylsilyloxy)-octahydro-[1,3]dioxolo[4,5-f]indolizin-6(7H)-one (914616-16-3) → 6-epi-castanospermine (107244-34-8)

Guidance literature:

With hydrogenchloride; In ethanol; for 10h; Heating;

DOI:10.1021/ol0617751

Reference yield: 97.0%

(1R,6R,7S,8S,8aS)-8-Benzyloxy-octahydro-indolizine-1,6,7-triol (123190-77-2,131722-89-9) → (+/-)-castanospermin (79831-76-8,89955-60-2,107244-34-8,111467-11-9,117894-10-7,117894-11-8,121250-62-2,123284-48-0,129445-66-5,130983-46-9,139014-22-5,139014-23-6,139014-24-7,140386-64-7,140386-65-8,142393-60-0,142394-39-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; water; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(01)80287-2

Reference yield: 90.0%

1-O-t-butyldimethylsilyl-7,8-O-isopropylidene-(+)-6-epicastanospermine (640773-17-7) → 6-epi-castanospermine (107244-34-8)

Guidance literature:

With Dowex 50W-X₈; water; In tetrahydrofuran; Heating;

DOI:10.1055/s-2003-42423

upstream raw materials:

(3aR,8S,8aS,9R,9aS)-8-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-f]indolizin-9-ol

1,6,7,8-tetrahydroxy-7,8-O-isopropylideneindolizidine

(3aR,8S,8aS,9R,9aR)-9-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-f]indolizine

7-O-t-butyldimethylsilyl-1,8-O-cyclohexylidene-6-epicastanospermine

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