allyl 2-azido-3-O-[(R)-3-(benzyloxy)tetradecyl]-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Base Information

Chemical Name:allyl 2-azido-3-O-[(R)-3-(benzyloxy)tetradecyl]-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside
CAS No.:288402-89-1
Molecular Formula:C₃₃H₅₃N₃O₆
Molecular Weight:587.8
Hs Code.:

Synonyms:allyl 2-azido-3-O-[(R)-3-(benzyloxy)tetradecyl]-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

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Chemical Property of allyl 2-azido-3-O-[(R)-3-(benzyloxy)tetradecyl]-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

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Technology Process of allyl 2-azido-3-O-[(R)-3-(benzyloxy)tetradecyl]-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

There total 6 articles about allyl 2-azido-3-O-[(R)-3-(benzyloxy)tetradecyl]-2-deoxy-4,6-O-isopropylidene-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: 74.0%

: 137119-93-8
(R)-3-benzyloxy-1-(methanesulfonyloxy)tetradecane

: 288402-88-0
allyl 2-azido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 288402-89-1
allyl 2-azido-3-O-[(R)-3-(benzyloxy)tetradecyl]-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1016/S0008-6215(01)00055-6

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 288402-89-1
allyl 2-azido-3-O-[(R)-3-(benzyloxy)tetradecyl]-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / pTsOH*H₂O / dimethylformamide / 1 h / 20 °C

2: 95 percent / DIBAL / CH₂Cl₂ / 2 h / 0 °C

3: 96 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

4: 74 percent / NaH / dimethylformamide / 20 h / 20 °C

With sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00055-6

Reference yield:

: 139623-13-5
(R)-1,3-dihydroxytetradecane

: 288402-89-1
allyl 2-azido-3-O-[(R)-3-(benzyloxy)tetradecyl]-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / pTsOH*H₂O / dimethylformamide / 1 h / 20 °C

2: 95 percent / DIBAL / CH₂Cl₂ / 2 h / 0 °C

3: 96 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

4: 74 percent / NaH / dimethylformamide / 20 h / 20 °C

With sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00055-6