(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-(hydroxymethyl)tetrahydrofuran-3-carboxylate

Base Information

Chemical Name:(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-(hydroxymethyl)tetrahydrofuran-3-carboxylate
CAS No.:1393571-27-1
Molecular Formula:C₁₅H₁₉NO₆
Molecular Weight:309.319
Hs Code.:

Synonyms:(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-(hydroxymethyl)tetrahydrofuran-3-carboxylate

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Chemical Property of (3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-(hydroxymethyl)tetrahydrofuran-3-carboxylate

Chemical Property:

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Technology Process of (3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-(hydroxymethyl)tetrahydrofuran-3-carboxylate

There total 7 articles about (3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-(hydroxymethyl)tetrahydrofuran-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:

: 1413935-80-4
C₁₅H₁₇NO₆

: 1393571-27-1
(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-(hydroxymethyl)tetrahydrofuran-3-carboxylate

Guidance literature:: C₁₅H₁₇NO₆; With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;

With ammonium chloride; In methanol; at 0 ℃; Saturated solution;
DOI:10.1016/j.tetlet.2012.05.126

Reference yield:

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

: 1393571-27-1
(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-(hydroxymethyl)tetrahydrofuran-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: sodium periodate / water; acetonitrile / 0.5 h / 0 °C

3.1: sodium tetrahydroborate / methanol / 1 h / 0 °C

3.2: 0 °C / Saturated solution

With hydrogenchloride; sodium tetrahydroborate; sodium periodate; In methanol; water; acetonitrile;
DOI:10.1016/j.tetlet.2012.05.126

Reference yield:

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

: 1393571-27-1
(3S,4R,5S)-methyl 4-(benzyloxycarbonylamino)-5-(hydroxymethyl)tetrahydrofuran-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium periodate / water; acetonitrile / 0.5 h / 0 °C

2.1: sodium tetrahydroborate / methanol / 1 h / 0 °C

2.2: 0 °C / Saturated solution

With sodium tetrahydroborate; sodium periodate; In methanol; water; acetonitrile;
DOI:10.1016/j.tetlet.2012.05.126