Benzyl-4-O-(4-O-acetyl-2-O-allyl-3-O-benzyl-β-L-rhamnopyranosyl)-2,3-di-O-isopropyliden-α-L-rhamnopyranosid

Base Information

Chemical Name:Benzyl-4-O-(4-O-acetyl-2-O-allyl-3-O-benzyl-β-L-rhamnopyranosyl)-2,3-di-O-isopropyliden-α-L-rhamnopyranosid
CAS No.:86449-23-2
Molecular Formula:C₃₄H₄₄O₁₀
Molecular Weight:612.717
Hs Code.:

Synonyms:Benzyl-4-O-(4-O-acetyl-2-O-allyl-3-O-benzyl-β-L-rhamnopyranosyl)-2,3-di-O-isopropyliden-α-L-rhamnopyranosid

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Chemical Property of Benzyl-4-O-(4-O-acetyl-2-O-allyl-3-O-benzyl-β-L-rhamnopyranosyl)-2,3-di-O-isopropyliden-α-L-rhamnopyranosid

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Technology Process of Benzyl-4-O-(4-O-acetyl-2-O-allyl-3-O-benzyl-β-L-rhamnopyranosyl)-2,3-di-O-isopropyliden-α-L-rhamnopyranosid

There total 9 articles about Benzyl-4-O-(4-O-acetyl-2-O-allyl-3-O-benzyl-β-L-rhamnopyranosyl)-2,3-di-O-isopropyliden-α-L-rhamnopyranosid 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: 73.0%

: 53270-14-7
benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 86449-21-0
4-O-acetyl-2-O-allyl-3-O-benzyl-α-L-rhamnopyranosyl bromide

: 86449-23-2
Benzyl-4-O-(4-O-acetyl-2-O-allyl-3-O-benzyl-β-L-rhamnopyranosyl)-2,3-di-O-isopropyliden-α-L-rhamnopyranosid

Guidance literature:: With 4 A molecular sieve; 1) dichloromethane, 1 h, 2) dichloromethane/toluene, room temp., 2 h;

Reference yield:

: 53270-14-7
benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 86449-23-2
Benzyl-4-O-(4-O-acetyl-2-O-allyl-3-O-benzyl-β-L-rhamnopyranosyl)-2,3-di-O-isopropyliden-α-L-rhamnopyranosid

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / diisopropylethylamine / CH₂Cl₂

2: 85 percent / HOAc/THF/H₂O (1:1:1) / 48 h / 50 °C

3: 65 percent / NBu₄Br, 4 N NaOH / CH₂Cl₂ / 72 h

4: 1) NaH / 1) DMF, 2) DMF, room temp., 4 h

5: 8.6 g / THF/H₂O/3 N HCl (1:1:1) / 3 h / 60 °C

6: 87 percent / pyridine / 12 h

7: 82 percent / H₂SO₄ / acetic anhydride / 5 h / Ambient temperature

8: 1) TiBr₄, 2) NaOAc / 1) dichloromethane/ethyl acetate, 1 h, 2) dichloromethane/ethyl acetate/toluene/acetonitrile

9: 73 percent / 1) Ag-silicate (molecular sieve 4 Angstroem) / 1) dichloromethane, 1 h, 2) dichloromethane/toluene, room temp., 2 h

With tetrahydrofuran; hydrogenchloride; sodium hydroxide; 4 A molecular sieve; sulfuric acid; tetrabutylammomium bromide; water; sodium acetate; titanium(IV) bromide; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane; acetic anhydride;

Reference yield:

: 86449-12-9
Benzyl-4-O-(2-methoxyethoxymethyl)-α-L-rhamnopyranosid

: 86449-23-2
Benzyl-4-O-(4-O-acetyl-2-O-allyl-3-O-benzyl-β-L-rhamnopyranosyl)-2,3-di-O-isopropyliden-α-L-rhamnopyranosid

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / NBu₄Br, 4 N NaOH / CH₂Cl₂ / 72 h

2: 1) NaH / 1) DMF, 2) DMF, room temp., 4 h

3: 8.6 g / THF/H₂O/3 N HCl (1:1:1) / 3 h / 60 °C

4: 87 percent / pyridine / 12 h

5: 82 percent / H₂SO₄ / acetic anhydride / 5 h / Ambient temperature

6: 1) TiBr₄, 2) NaOAc / 1) dichloromethane/ethyl acetate, 1 h, 2) dichloromethane/ethyl acetate/toluene/acetonitrile

7: 73 percent / 1) Ag-silicate (molecular sieve 4 Angstroem) / 1) dichloromethane, 1 h, 2) dichloromethane/toluene, room temp., 2 h

With tetrahydrofuran; hydrogenchloride; sodium hydroxide; 4 A molecular sieve; sulfuric acid; tetrabutylammomium bromide; water; sodium acetate; titanium(IV) bromide; sodium hydride; In pyridine; dichloromethane; acetic anhydride;