diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside

Base Information

Chemical Name:diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside
CAS No.:211797-94-3
Molecular Formula:C₅₂H₇₂O₁₅
Molecular Weight:937.135
Hs Code.:

Synonyms:diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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MSDS Files:: SDS file from LookChem

Useful:

Technology Process of diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside

There total 9 articles about diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside 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: 84.0%

: 211797-93-2
diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1-2)-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-β-D-glucopyranoside

: 211797-94-3
diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 5.5h; Ambient temperature;
DOI:10.1016/S0008-6215(97)10050-7

Reference yield: 8.0%

: 113893-72-4
2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

: 211797-89-6
diosgenyl 4,6-O-benzylidene-β-D-glucopyranoside

: 211797-94-3
diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside

: 259882-08-1
diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-4,6-O-benzylidene-β-D-glucopyranoside

: 259882-09-2
diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)]-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: With molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; Title compound not separated from byproducts;
DOI:10.1080/07328309908544058

Reference yield:

: 14218-11-2
2,3,4,6-tetra-O-benzoylglucosyl bromide

: 211797-94-3
diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / mol sieves 4A, AgOTf / CH₂Cl₂; toluene / 4 h / -20 °C

2: 86 percent / NaOMe / methanol; CH₂Cl₂ / 6 h / Heating

3: 89 percent / CSA / dimethylformamide / 3 h / 40 °C

4: imidazole / dimethylformamide / 3 h / 40 - 50 °C

5: 100 percent / mol. sieves 4A, BF₃*Et₂O / CH₂Cl₂ / 3 h / Ambient temperature

6: 84 percent / nBu₄NF / tetrahydrofuran / 5.5 h / Ambient temperature

With 1H-imidazole; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(97)10050-7