(S)-2-((2S,3S,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl)-2-bromo-1-(4-methoxy-phenyl)-ethanol

Base Information

Chemical Name:(S)-2-((2S,3S,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl)-2-bromo-1-(4-methoxy-phenyl)-ethanol
CAS No.:626255-06-9
Molecular Formula:C₃₆H₃₉BrO₅Se
Molecular Weight:710.567
Hs Code.:

Synonyms:(S)-2-((2S,3S,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl)-2-bromo-1-(4-methoxy-phenyl)-ethanol

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Chemical Property of (S)-2-((2S,3S,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl)-2-bromo-1-(4-methoxy-phenyl)-ethanol

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Technology Process of (S)-2-((2S,3S,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl)-2-bromo-1-(4-methoxy-phenyl)-ethanol

There total 5 articles about (S)-2-((2S,3S,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl)-2-bromo-1-(4-methoxy-phenyl)-ethanol 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: 86.0%

: 626255-05-8
(2R,3R,4S,5S,6R)-4-Benzyloxy-2-benzyloxymethyl-6-[(E)-2-(4-methoxy-phenyl)-vinyl]-3-methyl-5-phenylselanyl-tetrahydro-pyran

: 626255-06-9
(S)-2-((2S,3S,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl)-2-bromo-1-(4-methoxy-phenyl)-ethanol

Guidance literature:: With N-Bromosuccinimide; water; In acetone; at 0 - 20 ℃;
DOI:10.1055/s-2003-40323

Reference yield:

: 5707-04-0
Phenylselenyl chloride

: 626255-06-9
(S)-2-((2S,3S,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl)-2-bromo-1-(4-methoxy-phenyl)-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Zn(BH₄)2 / toluene; diethyl ether / -78 °C

1.2: CH₂Cl₂ / -78 °C

2.1: 64 percent / n-Bu₄NI; aq. NaOH / 60 °C / sonication

3.1: 86 percent / NBS; H₂O / acetone / 0 - 20 °C

With sodium hydroxide; N-Bromosuccinimide; zinc(II) tetrahydroborate; water; tetra-(n-butyl)ammonium iodide; In diethyl ether; acetone; toluene;
DOI:10.1055/s-2003-40323

Reference yield:

: 626255-03-6
(5E,7E)-(3S,4R)-1-Benzyloxy-4-hydroxy-8-(4-methoxy-phenyl)-3-methyl-octa-5,7-dien-2-one

: 626255-06-9
(S)-2-((2S,3S,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl)-2-bromo-1-(4-methoxy-phenyl)-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Zn(BH₄)2 / toluene; diethyl ether / -78 °C

1.2: CH₂Cl₂ / -78 °C

2.1: 64 percent / n-Bu₄NI; aq. NaOH / 60 °C / sonication

3.1: 86 percent / NBS; H₂O / acetone / 0 - 20 °C

With sodium hydroxide; N-Bromosuccinimide; zinc(II) tetrahydroborate; water; tetra-(n-butyl)ammonium iodide; In diethyl ether; acetone; toluene;
DOI:10.1055/s-2003-40323