Allyl 2-<(3R)-3-(benzyloxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxy)tetradecanyl>-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:Allyl 2-<(3R)-3-(benzyloxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxy)tetradecanyl>-2-deoxy-α-D-glucopyranoside
CAS No.:132791-94-7
Molecular Formula:C₅₁H₈₃NO₈
Molecular Weight:838.222
Hs Code.:

Synonyms:Allyl 2-<(3R)-3-(benzyloxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxy)tetradecanyl>-2-deoxy-α-D-glucopyranoside

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Chemical Property of Allyl 2-<(3R)-3-(benzyloxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxy)tetradecanyl>-2-deoxy-α-D-glucopyranoside

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Technology Process of Allyl 2-<(3R)-3-(benzyloxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxy)tetradecanyl>-2-deoxy-α-D-glucopyranoside

There total 14 articles about Allyl 2-<(3R)-3-(benzyloxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxy)tetradecanyl>-2-deoxy-α-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:

: 132832-52-1
Allyl 2-<(3R)-3-(benzyloxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxy)tetradecanyl>-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

: 132791-94-7
Allyl 2-<(3R)-3-(benzyloxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxy)tetradecanyl>-2-deoxy-α-D-glucopyranoside

Guidance literature:: With acetic acid; at 60 ℃; for 0.5h; Yield given;
DOI:10.1016/0008-6215(91)89006-2

Reference yield:

: 28715-21-1,3422-31-9
(R)-3-hydroxytetradecanoic acid

: 132791-94-7
Allyl 2-<(3R)-3-(benzyloxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxy)tetradecanyl>-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 76 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / Ambient temperature

2: 36.9 g / pyridine / 2 h / 60 °C

3: NaH / tetrahydrofuran / 16 h / Heating

4: p-TsOH*H₂O / methanol / 0.75 h / Ambient temperature

5: 96 percent / Et₃N / CH₂Cl₂ / 1 h / 15 - 20 °C

6: 53 percent / NaH / dimethylformamide / 3 h / Ambient temperature

7: 92 percent / EtOH, 1M NaOH / 1.5 h / Heating

8: 93 percent / N,N-dicyclohexylcarbodiimide / CH₂Cl₂ / 0.5 h / 20 °C

9: 80percent AcOH / 0.5 h / 60 °C

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; ethanol; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(91)89006-2

Reference yield:

: 667462-08-0
2-trifluoroacetamido-2-deoxy-α,β-D-glucopyranose

: 132791-94-7
Allyl 2-<(3R)-3-(benzyloxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxy)tetradecanyl>-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 2percent HCl / 0.5 h / Heating

2: 28.7 percent / pyridinium p-toluenesulfonate / dimethylformamide / 3 h / Ambient temperature

3: 53 percent / NaH / dimethylformamide / 3 h / Ambient temperature

4: 92 percent / EtOH, 1M NaOH / 1.5 h / Heating

5: 93 percent / N,N-dicyclohexylcarbodiimide / CH₂Cl₂ / 0.5 h / 20 °C

6: 80percent AcOH / 0.5 h / 60 °C

With hydrogenchloride; sodium hydroxide; ethanol; pyridinium p-toluenesulfonate; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(91)89006-2