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

Base Information

Chemical Name:diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1-2)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1-3)-4,6-O-benzylidene-β-D-glucopyranoside
CAS No.:211797-95-4
Molecular Formula:C₆₆H₉₀O₂₄
Molecular Weight:1267.43
Hs Code.:

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

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

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

There total 9 articles about diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1-2)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1-3)-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%

: 74808-10-9
O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

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

: 211797-95-4
diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1-2)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1-3)-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: With diethyl ether; 4 A molecular sieve; boron trifluoride; In dichloromethane; for 7h; Ambient temperature;
DOI:10.1016/S0008-6215(97)10050-7

Reference yield:

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

: 211797-95-4
diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1-2)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1-3)-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 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

7: 84 percent / mol. sieves 4A, BF₃/*Et₂O / CH₂Cl₂ / 7 h / Ambient temperature

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

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 211797-95-4
diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1-2)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1-3)-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / CSA / dimethylformamide / 3 h / 40 °C

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

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

4: 84 percent / nBu₄NF / tetrahydrofuran / 5.5 h / Ambient temperature

5: 84 percent / mol. sieves 4A, BF₃/*Et₂O / CH₂Cl₂ / 7 h / Ambient temperature

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