5-(3'-azido-2'-O-benzyl-3'-deoxy-α-L-threofuranosyl)-3-ethoxycarbonyl-2-methylfuran

Base Information

Chemical Name:5-(3'-azido-2'-O-benzyl-3'-deoxy-α-L-threofuranosyl)-3-ethoxycarbonyl-2-methylfuran
CAS No.:426818-91-9
Molecular Formula:C₁₉H₂₁N₃O₅
Molecular Weight:371.393
Hs Code.:

Synonyms:5-(3'-azido-2'-O-benzyl-3'-deoxy-α-L-threofuranosyl)-3-ethoxycarbonyl-2-methylfuran

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Chemical Property of 5-(3'-azido-2'-O-benzyl-3'-deoxy-α-L-threofuranosyl)-3-ethoxycarbonyl-2-methylfuran

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Technology Process of 5-(3'-azido-2'-O-benzyl-3'-deoxy-α-L-threofuranosyl)-3-ethoxycarbonyl-2-methylfuran

There total 3 articles about 5-(3'-azido-2'-O-benzyl-3'-deoxy-α-L-threofuranosyl)-3-ethoxycarbonyl-2-methylfuran 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: 70.0%

: 100-39-0
benzyl bromide

: 426818-83-9
5-(3'-azido-3'-deoxy-α-L-threofuranosyl)-3-ethoxycarbonyl-2-methylfuran

: 426818-91-9
5-(3'-azido-2'-O-benzyl-3'-deoxy-α-L-threofuranosyl)-3-ethoxycarbonyl-2-methylfuran

Guidance literature:: With silver(l) oxide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1021/jo0110303

Reference yield:

: 24877-25-6,35931-56-7,39679-86-2,106136-99-6,106137-00-2
ethyl 5-(3,4-dihydroxytetrahydrofuran-2-yl)-2-methylfuran-3-carboxylate

: 426818-91-9
5-(3'-azido-2'-O-benzyl-3'-deoxy-α-L-threofuranosyl)-3-ethoxycarbonyl-2-methylfuran

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1.48 g / SO₂Cl₂; Et₃N / ethyl acetate / 3.5 h / 0 °C

2.1: sodium azide / dimethylformamide / 1.5 h / 20 °C

2.2: 88 percent / H₂SO₄ / H₂O / 0.25 h / 20 °C

3.1: 70 percent / silver oxide / dimethylformamide / 24 h / 20 °C

With sodium azide; sulfuryl dichloride; triethylamine; silver(l) oxide; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo0110303

Reference yield:

: 426818-67-9
3-ethoxycarbonyl-2-methyl-5-(2',3'-O-sulfonyl-β-D-erythrofuranosyl)furan

: 426818-91-9
5-(3'-azido-2'-O-benzyl-3'-deoxy-α-L-threofuranosyl)-3-ethoxycarbonyl-2-methylfuran

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium azide / dimethylformamide / 1.5 h / 20 °C

1.2: 88 percent / H₂SO₄ / H₂O / 0.25 h / 20 °C

2.1: 70 percent / silver oxide / dimethylformamide / 24 h / 20 °C

With sodium azide; silver(l) oxide; In N,N-dimethyl-formamide;
DOI:10.1021/jo0110303