Benzyl 2-O-allyl-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

Base Information

• Chemical Name: Benzyl 2-O-allyl-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside
• CAS No.: 125459-06-5
• Molecular Formula: C₂₃H₃₄O₇
• Molecular Weight: 422.519

Synonyms:Benzyl 2-O-allyl-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

Chemical Property of Benzyl 2-O-allyl-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

Chemical Property:

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Technology Process of Benzyl 2-O-allyl-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

There total 1 articles about Benzyl 2-O-allyl-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside 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: 95.0%

benzyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside (85194-35-0) + allyl bromide (106-95-6) → Benzyl 2-O-allyl-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside (125459-06-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; 1.) 15 min, 0 deg C, 2.) 2 h, room temp.;

DOI:10.1016/0008-6215(89)84142-4

Reference yield: 80.0%

Benzyl 2-O-allyl-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside (125459-06-5) → Benzyl 2-O-allyl-3,4-O-isopropylidene-β-D-galactopyranoside (131284-28-1)

Guidance literature:

With methanol; water; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87843-1

Reference yield:

Benzyl 2-O-allyl-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside (125459-06-5) → benzyl 4-deoxy-6-O-(1-methoxy-1-methylethyl)-2-O-(cis-1-propenyl)-α-L-threo-hex-4-enopyranoside (125459-08-7) + benzyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-2-O-propenyl-β-D-galactopyranoside (125459-07-6)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 80 ℃; for 6h;

DOI:10.1016/0008-6215(89)84142-4

upstream raw materials:

benzyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

allyl bromide

Downstream raw materials:

Benzyl 2-O-allyl-3,4-O-isopropylidene-β-D-galactopyranoside

benzyl 4-deoxy-6-O-(1-methoxy-1-methylethyl)-2-O-(cis-1-propenyl)-α-L-threo-hex-4-enopyranoside

benzyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-2-O-propenyl-β-D-galactopyranoside

Acetic acid (2R,3R,4S)-2-benzyloxy-6-(1-methoxy-1-methyl-ethoxymethyl)-3-[((Z)-propenyl)oxy]-3,4-dihydro-2H-pyran-4-yl ester

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