methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate

Base Information

Chemical Name:methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate
CAS No.:570397-55-6
Molecular Formula:C₃₇H₄₆O₇
Molecular Weight:602.768
Hs Code.:

Synonyms:methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate

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Chemical Property of methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate

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Technology Process of methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate

There total 8 articles about methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate 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:

: 145645-18-7
methyl 2-methoxy-6-{[(trifluoromethyl)sulfonyl]oxy}benzoate

: {(E)-(R)-4-Benzyloxy-5-[(4R,6S)-6-(3-benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-pent-1-enyl}-dicyclohexyl-borane

: 570397-55-6
methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate

Guidance literature:: {(E)-(R)-4-Benzyloxy-5-[(4R,6S)-6-(3-benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-pent-1-enyl}-dicyclohexyl-borane; With sodium hydroxide; tributyltin chloride; copper acetylacetonate; In tetrahydrofuran; water; at -15 - 23 ℃; for 3h;

methyl 2-methoxy-6-{[(trifluoromethyl)sulfonyl]oxy}benzoate; With P(furyl)3; lithium chloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 60 ℃; for 48h;
DOI:10.1002/anie.200460760

Reference yield:

: 570397-51-2
(4R,6S)-4-[(2R)-2-(benzyloxy)pent-4-ynyl]-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxane

: 570397-55-6
methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 1 h / 0 °C

2.1: Bu₃SnCl; NaOH / Cu(acac)2 / tetrahydrofuran; H₂O / 3 h / -15 - 23 °C

2.2: P(furyl)3; LiCl / Pd₂(dba)3 / 1-methyl-pyrrolidin-2-one / 48 h / 60 °C

With sodium hydroxide; tributyltin chloride; copper acetylacetonate; In tetrahydrofuran; water;
DOI:10.1002/anie.200460760

Reference yield:

: 145645-18-7
methyl 2-methoxy-6-{[(trifluoromethyl)sulfonyl]oxy}benzoate

: 570397-51-2
(4R,6S)-4-[(2R)-2-(benzyloxy)pent-4-ynyl]-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxane

: 570397-55-6
methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate

Guidance literature:: (4R,6S)-4-[(2R)-2-(benzyloxy)pent-4-ynyl]-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxane; With tri-n-butyl-tin hydride; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; at 0 ℃; for 0.5h;

methyl 2-methoxy-6-{[(trifluoromethyl)sulfonyl]oxy}benzoate; With 1-Methylpyrrolidine; trifuran-2-yl-phosphane; lithium chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 48h;