9α-Vinyl-8β-(β-D-glucopyranosyloxy)-2,3,9,9aβ,10,10aβ-hexahydro-5H,8H-pyrano[4,3-d]thiazolo[3,2-a]pyridin-5-one

Base Information

• Chemical Name: 9α-Vinyl-8β-(β-D-glucopyranosyloxy)-2,3,9,9aβ,10,10aβ-hexahydro-5H,8H-pyrano[4,3-d]thiazolo[3,2-a]pyridin-5-one
• CAS No.: 74518-57-3
• Molecular Formula: C₁₈H₂₅NO₈S
• Molecular Weight: 415.464
• Mol file: 74518-57-3.mol

Synonyms:

Chemical Property of 9α-Vinyl-8β-(β-D-glucopyranosyloxy)-2,3,9,9aβ,10,10aβ-hexahydro-5H,8H-pyrano[4,3-d]thiazolo[3,2-a]pyridin-5-one

Chemical Property:

• Vapor Pressure: 2.66E-23mmHg at 25°C
• Boiling Point: 710.1°Cat760mmHg
• Flash Point: 383.3°C
• PSA: 154.22000
• Density: 1.54g/cm³
• LogP: -1.29540

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9α-Vinyl-8β-(β-D-glucopyranosyloxy)-2,3,9,9aβ,10,10aβ-hexahydro-5H,8H-pyrano[4,3-d]thiazolo[3,2-a]pyridin-5-one

There total 3 articles about 9α-Vinyl-8β-(β-D-glucopyranosyloxy)-2,3,9,9aβ,10,10aβ-hexahydro-5H,8H-pyrano[4,3-d]thiazolo[3,2-a]pyridin-5-one 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: 71.0%

secologanin (19351-63-4) + Cysteamine (60-23-1) → xylostosidine (74518-57-3)

Guidance literature:

In acetonitrile; for 12h; Ambient temperature;

Reference yield: 51.0%

(3R,7S,8R,8aS,9aS)-4-Oxo-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-8-vinyl-2,3,8,8a,9,9a-hexahydro-4H,7H-6-oxa-1-thia-3a-aza-cyclopenta[b]naphthalene-3-carboxylic acid (123150-12-9) → xylostosidine (74518-57-3)

Guidance literature:

In water; at 80 ℃; for 12h;

Reference yield:

secologanin (19351-63-4) → xylostosidine (74518-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / acetonitrile / 24 h / Ambient temperature

2: 51 percent / H₂O / 12 h / 80 °C

In water; acetonitrile;

upstream raw materials:

(3R,7S,8R,8aS,9aS)-4-Oxo-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-8-vinyl-2,3,8,8a,9,9a-hexahydro-4H,7H-6-oxa-1-thia-3a-aza-cyclopenta[b]naphthalene-3-carboxylic acid

secologanin

Cysteamine

Refernces