Acetic acid (1S,3S,4S)-1-((E)-(R)-1-acetoxy-3-phenyl-allyl)-3,4-dihydroxy-pentyl ester

Base Information

Chemical Name:Acetic acid (1S,3S,4S)-1-((E)-(R)-1-acetoxy-3-phenyl-allyl)-3,4-dihydroxy-pentyl ester
CAS No.:106976-92-5
Molecular Formula:C₁₈H₂₄O₆
Molecular Weight:336.385
Hs Code.:

Synonyms:Acetic acid (1S,3S,4S)-1-((E)-(R)-1-acetoxy-3-phenyl-allyl)-3,4-dihydroxy-pentyl ester

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Chemical Property of Acetic acid (1S,3S,4S)-1-((E)-(R)-1-acetoxy-3-phenyl-allyl)-3,4-dihydroxy-pentyl ester

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Technology Process of Acetic acid (1S,3S,4S)-1-((E)-(R)-1-acetoxy-3-phenyl-allyl)-3,4-dihydroxy-pentyl ester

There total 6 articles about Acetic acid (1S,3S,4S)-1-((E)-(R)-1-acetoxy-3-phenyl-allyl)-3,4-dihydroxy-pentyl 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:

: Acetic acid (E)-(1S,2R)-2-acetoxy-4-phenyl-1-((4S,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyl ester

: 106976-92-5
Acetic acid (1S,3S,4S)-1-((E)-(R)-1-acetoxy-3-phenyl-allyl)-3,4-dihydroxy-pentyl ester

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; methanol; at 23 ℃; for 6h;
DOI:10.1021/jo00386a034

Reference yield:

: (4R,5R)-4-[1,3]Dithian-2-ylmethyl-2,2,5-trimethyl-[1,3]dioxolane

: 106976-92-5
Acetic acid (1S,3S,4S)-1-((E)-(R)-1-acetoxy-3-phenyl-allyl)-3,4-dihydroxy-pentyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: n-BuLi / tetrahydrofuran / 5 h

2: 2.) HgO, BF₃*Et₂O / 1.) pyridine, RT, 12 h, 2.) TFH, H₂O, 23 deg C, 4 h

3: 20 percent / D-glucose / ethanol; H₂O / 12 h / 25 - 28 °C / bakers' yeast

4: 80 percent / 2N NaOH / methanol / 12 h

5: CH₂Cl₂; pyridine / 12 h / 23 °C

6: 1percent HCl in MeOH / methanol; tetrahydrofuran / 6 h / 23 °C

With hydrogenchloride; sodium hydroxide; n-butyllithium; D-glucose; boron trifluoride diethyl etherate; mercury(II) oxide; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo00386a034

Reference yield:

: 106976-90-3
Acetic acid (E)-(R)-1-[(S)-1-hydroxy-2-((4S,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-ethyl]-3-phenyl-allyl ester

: 106976-92-5
Acetic acid (1S,3S,4S)-1-((E)-(R)-1-acetoxy-3-phenyl-allyl)-3,4-dihydroxy-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / 2N NaOH / methanol / 12 h

2: CH₂Cl₂; pyridine / 12 h / 23 °C

3: 1percent HCl in MeOH / methanol; tetrahydrofuran / 6 h / 23 °C

With hydrogenchloride; sodium hydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1021/jo00386a034