Benzoic acid (2S,3S)-4-[(2S,6R)-6-((E)-(S)-2-hydroxy-5-methoxycarbonyl-hex-4-enyl)-3,6-dihydro-2H-pyran-2-yl]-3-methoxy-2-methyl-butyl ester

Base Information

Chemical Name:Benzoic acid (2S,3S)-4-[(2S,6R)-6-((E)-(S)-2-hydroxy-5-methoxycarbonyl-hex-4-enyl)-3,6-dihydro-2H-pyran-2-yl]-3-methoxy-2-methyl-butyl ester
CAS No.:180592-93-2
Molecular Formula:C₂₆H₃₆O₇
Molecular Weight:460.568
Hs Code.:

Synonyms:Benzoic acid (2S,3S)-4-[(2S,6R)-6-((E)-(S)-2-hydroxy-5-methoxycarbonyl-hex-4-enyl)-3,6-dihydro-2H-pyran-2-yl]-3-methoxy-2-methyl-butyl ester

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Chemical Property of Benzoic acid (2S,3S)-4-[(2S,6R)-6-((E)-(S)-2-hydroxy-5-methoxycarbonyl-hex-4-enyl)-3,6-dihydro-2H-pyran-2-yl]-3-methoxy-2-methyl-butyl ester

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Technology Process of Benzoic acid (2S,3S)-4-[(2S,6R)-6-((E)-(S)-2-hydroxy-5-methoxycarbonyl-hex-4-enyl)-3,6-dihydro-2H-pyran-2-yl]-3-methoxy-2-methyl-butyl ester

There total 11 articles about Benzoic acid (2S,3S)-4-[(2S,6R)-6-((E)-(S)-2-hydroxy-5-methoxycarbonyl-hex-4-enyl)-3,6-dihydro-2H-pyran-2-yl]-3-methoxy-2-methyl-butyl ester 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: 75.0%

: ((Z)-1-Methoxy-2-methyl-buta-1,3-dienyl)-trimethyl-silane

: 180592-91-0
Benzoic acid (2S,3S)-3-methoxy-2-methyl-4-[(2S,6R)-6-(2-oxo-ethyl)-3,6-dihydro-2H-pyran-2-yl]-butyl ester

: 180592-93-2
Benzoic acid (2S,3S)-4-[(2S,6R)-6-((E)-(S)-2-hydroxy-5-methoxycarbonyl-hex-4-enyl)-3,6-dihydro-2H-pyran-2-yl]-3-methoxy-2-methyl-butyl ester

Guidance literature:: With titanium(IV) isopropylate; titanium tetrachloride; In toluene; at -78 ℃; for 3h;

Reference yield:

: 98-88-4
benzoyl chloride

: 180592-93-2
Benzoic acid (2S,3S)-4-[(2S,6R)-6-((E)-(S)-2-hydroxy-5-methoxycarbonyl-hex-4-enyl)-3,6-dihydro-2H-pyran-2-yl]-3-methoxy-2-methyl-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / Et₃N, 4-DMAP / CH₂Cl₂ / 3 h / Ambient temperature

2: 4-methylmorpholine N-oxide, aq. OsO₄ / acetone / 2 h / Ambient temperature

3: 83 percent / Pb(OAc)4 / benzene / 1 h / 0 °C

4: 75 percent / Ti(OiPr)4, TiCl₄ / toluene / 3 h / -78 °C

With lead(IV) acetate; titanium(IV) isopropylate; dmap; osmium(VIII) oxide; titanium tetrachloride; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane; acetone; toluene; benzene;

Reference yield:

: 157758-33-3
(S)-6-[(2S,3S)-2-Methoxy-4-(4-methoxy-benzyloxy)-3-methyl-butyl]-5,6-dihydro-pyran-2-one

: 180592-93-2
Benzoic acid (2S,3S)-4-[(2S,6R)-6-((E)-(S)-2-hydroxy-5-methoxycarbonyl-hex-4-enyl)-3,6-dihydro-2H-pyran-2-yl]-3-methoxy-2-methyl-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / Dibal-H / CH₂Cl₂; toluene / 0.33 h / -78 °C

2: 100 percent / BF₃*Et₂O / acetonitrile / 3 h / 0 °C

3: 97 percent / Et₃N, 4-DMAP / CH₂Cl₂ / 3 h / Ambient temperature

4: 4-methylmorpholine N-oxide, aq. OsO₄ / acetone / 2 h / Ambient temperature

5: 83 percent / Pb(OAc)4 / benzene / 1 h / 0 °C

6: 75 percent / Ti(OiPr)4, TiCl₄ / toluene / 3 h / -78 °C

With lead(IV) acetate; titanium(IV) isopropylate; dmap; osmium(VIII) oxide; boron trifluoride diethyl etherate; titanium tetrachloride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane; acetone; toluene; acetonitrile; benzene;