ethyl (2R,3R,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate

Base Information

Chemical Name:ethyl (2R,3R,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate
CAS No.:186694-57-5
Molecular Formula:C₂₆H₃₃NO₇
Molecular Weight:471.551
Hs Code.:

Synonyms:ethyl (2R,3R,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate

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Chemical Property of ethyl (2R,3R,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate

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Technology Process of ethyl (2R,3R,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate

There total 6 articles about ethyl (2R,3R,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate 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: 98.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 186694-55-3
ethyl (2R,3R,4S,5R)-2-amino-3-benzyloxy-4,5-isopropylidenedioxyhexanoate

: 186694-57-5
ethyl (2R,3R,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate

Guidance literature:: With sodium hydrogencarbonate; sodium carbonate; In 1,4-dioxane; water; at 20 ℃; for 1h;
DOI:10.1016/S0957-4166(02)00376-2

Reference yield:

: 186694-54-2
(3R,6S,1'R,2'S,3'R)-3-(1-benzyloxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine

: 186694-57-5
ethyl (2R,3R,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / 0.25N HCl / 5 h / 20 °C

2: 98 percent / Na₂CO₃; NaHCO₃ / dioxane; H₂O / 1 h / 20 °C

With hydrogenchloride; sodium hydrogencarbonate; sodium carbonate; In 1,4-dioxane; water;
DOI:10.1016/S0957-4166(02)00376-2

Reference yield:

: 182216-93-9
(R)-((2R,5S)-3,6-Diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-yl)-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-methanol

: 186694-57-5
ethyl (2R,3R,4S,5R)-3-benzyloxy-2-[N-(benzyloxycarbonyl)amino]-4,5-isopropylidenedioxyhexanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 0.5 h / 0 °C

1.2: 85 percent / Bu₄NI / tetrahydrofuran / 12 h / 20 °C

2.1: 88 percent / 0.25N HCl / 5 h / 20 °C

3.1: 98 percent / Na₂CO₃; NaHCO₃ / dioxane; H₂O / 1 h / 20 °C

With hydrogenchloride; sodium hydrogencarbonate; sodium carbonate; In tetrahydrofuran; 1,4-dioxane; water;
DOI:10.1016/S0957-4166(02)00376-2