(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-((R)-1,2-dihydroxyethyl)tetrahydro-furan-3-carboxylate

Base Information

Chemical Name:(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-((R)-1,2-dihydroxyethyl)tetrahydro-furan-3-carboxylate
CAS No.:1393571-26-0
Molecular Formula:C₁₆H₂₁NO₇
Molecular Weight:339.345
Hs Code.:

Synonyms:(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-((R)-1,2-dihydroxyethyl)tetrahydro-furan-3-carboxylate

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Chemical Property of (3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-((R)-1,2-dihydroxyethyl)tetrahydro-furan-3-carboxylate

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Technology Process of (3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-((R)-1,2-dihydroxyethyl)tetrahydro-furan-3-carboxylate

There total 5 articles about (3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-((R)-1,2-dihydroxyethyl)tetrahydro-furan-3-carboxylate 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: 87.0%

: 1393571-25-9
(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-((R)-1,4-dioxaspiro[4.5]decan-2-yl)tetrahydrofuran-3-carboxylate

: 1393571-26-0
(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-((R)-1,2-dihydroxyethyl)tetrahydro-furan-3-carboxylate

Guidance literature:: With hydrogenchloride; In methanol; water; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2012.05.126

Reference yield:

: 1393571-23-7
(6S)-6-((R)-1,4-dioxaspiro[4.5]decan-2-yl)-3,3a,4,6-tetrahydrofuro[3,4-c]isoxazole

: 1393571-26-0
(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-((R)-1,2-dihydroxyethyl)tetrahydro-furan-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 6.25 h / 0 - 20 °C

1.2: 0 °C

2.1: sodium hydrogencarbonate / water; ethyl acetate / 2 h / 20 °C

3.1: sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; potassium bromide / dichloromethane / 1 h / 0 °C / Brine

4.1: diethyl ether / 0.25 h / 0 °C

5.1: hydrogenchloride / methanol; water / 2 h / 20 °C

With hydrogenchloride; sodium hypochlorite; lithium aluminium tetrahydride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; potassium bromide; In methanol; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetlet.2012.05.126

Reference yield:

: C₁₃H₂₃NO₄

: 1393571-26-0
(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-((R)-1,2-dihydroxyethyl)tetrahydro-furan-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / water; ethyl acetate / 2 h / 20 °C

2: sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; potassium bromide / dichloromethane / 1 h / 0 °C / Brine

3: diethyl ether / 0.25 h / 0 °C

4: hydrogenchloride / methanol; water / 2 h / 20 °C

With hydrogenchloride; sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; potassium bromide; In methanol; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetlet.2012.05.126