(3S,6R,1'S,2'S,3'S)-3-(1-benzyloxy-2,3-isopropylidenedioxy-4-(methanesulfonyl)oxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine

Base Information

Chemical Name:(3S,6R,1'S,2'S,3'S)-3-(1-benzyloxy-2,3-isopropylidenedioxy-4-(methanesulfonyl)oxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine
CAS No.:221564-64-3
Molecular Formula:C₂₆H₄₀N₂O₈S
Molecular Weight:540.678
Hs Code.:

Synonyms:(3S,6R,1'S,2'S,3'S)-3-(1-benzyloxy-2,3-isopropylidenedioxy-4-(methanesulfonyl)oxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine

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Chemical Property of (3S,6R,1'S,2'S,3'S)-3-(1-benzyloxy-2,3-isopropylidenedioxy-4-(methanesulfonyl)oxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine

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Technology Process of (3S,6R,1'S,2'S,3'S)-3-(1-benzyloxy-2,3-isopropylidenedioxy-4-(methanesulfonyl)oxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine

There total 5 articles about (3S,6R,1'S,2'S,3'S)-3-(1-benzyloxy-2,3-isopropylidenedioxy-4-(methanesulfonyl)oxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine 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: 100.0%

: 124-63-0
methanesulfonyl chloride

: 221564-63-2
(3S,6R,1'S,2'S,3'S)-3-(1-benzyloxy-4-hydroxy-2,3-isopropylidenedioxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine

: 221564-64-3
(3S,6R,1'S,2'S,3'S)-3-(1-benzyloxy-2,3-isopropylidenedioxy-4-(methanesulfonyl)oxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/jo702601z

Reference yield:

: 101331-92-4
4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threose

: 221564-64-3
(3S,6R,1'S,2'S,3'S)-3-(1-benzyloxy-2,3-isopropylidenedioxy-4-(methanesulfonyl)oxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / SnCl₂ / tetrahydrofuran / 1 h / -78 °C

2: 75 percent / NaH, Bu₄NI / 24 h / Ambient temperature

3: 95 percent / Bu₄NF / tetrahydrofuran / 4 h / Ambient temperature

4: Et₃N, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

With dmap; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; tin(ll) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(99)00107-0

Reference yield:

: C₁₁H₁₉N₂O₂^(1-)*Li⁽¹⁺⁾

: 221564-64-3
(3S,6R,1'S,2'S,3'S)-3-(1-benzyloxy-2,3-isopropylidenedioxy-4-(methanesulfonyl)oxybutyl)-2,5-diethoxy-3,6-dihydro-6-isopropylpyrazine

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / SnCl₂ / tetrahydrofuran / 1 h / -78 °C

2: 75 percent / NaH, Bu₄NI / 24 h / Ambient temperature

3: 95 percent / Bu₄NF / tetrahydrofuran / 4 h / Ambient temperature

4: Et₃N, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

With dmap; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; tin(ll) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(99)00107-0