ethyl 2-((2S,3S,4S,5R)-2-azido-4-benzyloxy-5-benzyloxymethyl-tetrahydrofuran-3-yloxy)acetate

Base Information

Chemical Name:ethyl 2-((2S,3S,4S,5R)-2-azido-4-benzyloxy-5-benzyloxymethyl-tetrahydrofuran-3-yloxy)acetate
CAS No.:1314093-66-7
Molecular Formula:C₂₃H₂₇N₃O₆
Molecular Weight:441.484
Hs Code.:

Synonyms:ethyl 2-((2S,3S,4S,5R)-2-azido-4-benzyloxy-5-benzyloxymethyl-tetrahydrofuran-3-yloxy)acetate

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Chemical Property of ethyl 2-((2S,3S,4S,5R)-2-azido-4-benzyloxy-5-benzyloxymethyl-tetrahydrofuran-3-yloxy)acetate

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Technology Process of ethyl 2-((2S,3S,4S,5R)-2-azido-4-benzyloxy-5-benzyloxymethyl-tetrahydrofuran-3-yloxy)acetate

There total 2 articles about ethyl 2-((2S,3S,4S,5R)-2-azido-4-benzyloxy-5-benzyloxymethyl-tetrahydrofuran-3-yloxy)acetate 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%

: 1314093-27-0
(2S,3R,4R,5R)-2-azido-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-ol

: 105-36-2
ethyl bromoacetate

: 1314093-66-7
ethyl 2-((2S,3S,4S,5R)-2-azido-4-benzyloxy-5-benzyloxymethyl-tetrahydrofuran-3-yloxy)acetate

Guidance literature:: (2S,3R,4R,5R)-2-azido-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-ol; With sodium hydride; In N,N-dimethyl-formamide; paraffin oil; at 0 ℃; for 0.5h;

ethyl bromoacetate; In N,N-dimethyl-formamide; paraffin oil; at 0 - 20 ℃; for 0.5h;
DOI:10.1021/jo200260w

Reference yield:

: 161835-17-2
1,2-anhydro-3,5-di-O-benzyl-β-D-lyxofuranose

: 1314093-66-7
ethyl 2-((2S,3S,4S,5R)-2-azido-4-benzyloxy-5-benzyloxymethyl-tetrahydrofuran-3-yloxy)acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: ammonium cerium (IV) nitrate; sodium azide; water / acetonitrile / 0.08 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 0.5 h / 0 °C

2.2: 0.5 h / 0 - 20 °C

With sodium azide; ammonium cerium (IV) nitrate; water; sodium hydride; In N,N-dimethyl-formamide; acetonitrile; paraffin oil;
DOI:10.1021/jo200260w