4-O-acetyl-2-O-allyl-3-O-benzyl-α-L-rhamnopyranosyl bromide

Base Information

Chemical Name:4-O-acetyl-2-O-allyl-3-O-benzyl-α-L-rhamnopyranosyl bromide
CAS No.:86449-21-0
Molecular Formula:C₁₈H₂₃BrO₅
Molecular Weight:399.282
Hs Code.:

Synonyms:4-O-acetyl-2-O-allyl-3-O-benzyl-α-L-rhamnopyranosyl bromide

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Chemical Property of 4-O-acetyl-2-O-allyl-3-O-benzyl-α-L-rhamnopyranosyl bromide

Chemical Property:

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Technology Process of 4-O-acetyl-2-O-allyl-3-O-benzyl-α-L-rhamnopyranosyl bromide

There total 8 articles about 4-O-acetyl-2-O-allyl-3-O-benzyl-α-L-rhamnopyranosyl bromide 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:

: 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

Guidance literature:: Multi-step reaction with 8 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

With tetrahydrofuran; hydrogenchloride; sodium hydroxide; 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

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 86449-18-5
Benzyl-2-O-allyl-3-O-benzyl-α-L-rhamnopyranosid

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

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / pyridine / 12 h

2: 82 percent / H₂SO₄ / acetic anhydride / 5 h / Ambient temperature

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

With sulfuric acid; sodium acetate; titanium(IV) bromide; In pyridine; acetic anhydride;