(3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one

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Chemical Name:(3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one
CAS No.:1000045-28-2
Molecular Formula:C₁₆H₂₁N₃O₃
Molecular Weight:303.361
Hs Code.:

Synonyms:(3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one

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Chemical Property of (3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one

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Technology Process of (3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one

There total 21 articles about (3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one 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: 59.0%

: 1056674-54-4
(3S,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-isopropyldihydrofuran-2(3H)-one

: 1000045-28-2
(3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one

Guidance literature:: (3S,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-isopropyldihydrofuran-2(3H)-one; With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 0 - 20 ℃; for 0.5 - 1h;

With sodium azide; In N,N-dimethyl-formamide; at 60 - 70 ℃; for 1h; Product distribution / selectivity;

Reference yield: 51.0%

: 1000045-27-1
(3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one

: 1000045-28-2
(3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one

Guidance literature:: With sodium azide; In 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; at 40 ℃; for 72h;

Reference yield: 30.0%

: 1000045-27-1
(3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one

: 1000045-28-2
(3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one

: 1187941-34-9
C₁₆H₂₀O₃

Guidance literature:: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium azide; at 40 ℃; for 18h; optical yield given as %ee;
DOI:10.1016/j.bmcl.2009.05.128