(1S,2R,3S,4R)-2,3-Epoxy-4,5-isopropylidenedioxy-1-phenyl-1-[(N-phenyl)carbamoyloxy]pentane

Base Information

Chemical Name:(1S,2R,3S,4R)-2,3-Epoxy-4,5-isopropylidenedioxy-1-phenyl-1-[(N-phenyl)carbamoyloxy]pentane
CAS No.:330207-87-9
Molecular Formula:C₂₁H₂₃NO₅
Molecular Weight:369.417
Hs Code.:

Synonyms:(1S,2R,3S,4R)-2,3-Epoxy-4,5-isopropylidenedioxy-1-phenyl-1-[(N-phenyl)carbamoyloxy]pentane

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Chemical Property of (1S,2R,3S,4R)-2,3-Epoxy-4,5-isopropylidenedioxy-1-phenyl-1-[(N-phenyl)carbamoyloxy]pentane

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Technology Process of (1S,2R,3S,4R)-2,3-Epoxy-4,5-isopropylidenedioxy-1-phenyl-1-[(N-phenyl)carbamoyloxy]pentane

There total 6 articles about (1S,2R,3S,4R)-2,3-Epoxy-4,5-isopropylidenedioxy-1-phenyl-1-[(N-phenyl)carbamoyloxy]pentane 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: 95.0%

: 103-71-9
phenyl isocyanate

: 330207-86-8
(1S,2S,3S,4R)-2,3-Epoxy-4,5-isopropylidenedioxy-1-phenylpentan-1-ol

: 330207-87-9
(1S,2R,3S,4R)-2,3-Epoxy-4,5-isopropylidenedioxy-1-phenyl-1-[(N-phenyl)carbamoyloxy]pentane

Guidance literature:: With pyridine; In dichloromethane; for 24h;
DOI:10.1039/b007100p

Reference yield:

: 20913-05-7,859-65-4
(Benzoylmethylene)triphenylphosphorane

: 330207-87-9
(1S,2R,3S,4R)-2,3-Epoxy-4,5-isopropylidenedioxy-1-phenyl-1-[(N-phenyl)carbamoyloxy]pentane

Guidance literature:: Multi-step reaction with 4 steps

1.1: SiO₂-NaIO₄ / CH₂Cl₂

1.2: CH₂Cl₂ / 2 h

2.1: Na₂CO₃*1.5H₂O₂; poly-D-leucine / 1,2-dimethoxy-ethane; H₂O / 0.5 h / 20 °C

3.1: 95 percent / Zn(BH₄)2 / diethyl ether / 2.17 h / 0 - 20 °C

4.1: 95 percent / pyridine / CH₂Cl₂ / 24 h

With pyridine; sodium periodate; zinc(II) tetrahydroborate; poly-D-leucine; dihydrogen peroxide; silica gel; sodium carbonate; In 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; 1.2: Wittig reaction / 2.1: Julia-Colonna epoxidation;
DOI:10.1039/b007100p

Reference yield:

: 222626-16-6
(Z)-1-C-phenyl-2,3-dideoxy-4,5-O-isopropylidene-D-glycero-pent-2-enose

: 330207-87-9
(1S,2R,3S,4R)-2,3-Epoxy-4,5-isopropylidenedioxy-1-phenyl-1-[(N-phenyl)carbamoyloxy]pentane

Guidance literature:: Multi-step reaction with 3 steps

1: urea hydrogen peroxide; poly-D-leucine; DBU / tetrahydrofuran / 4 h / 20 °C

2: 95 percent / Zn(BH₄)2 / diethyl ether / 2.17 h / 0 - 20 °C

3: 95 percent / pyridine / CH₂Cl₂ / 24 h

With pyridine; zinc(II) tetrahydroborate; poly-D-leucine; urea hydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Julia-Colonna epoxidation;
DOI:10.1039/b007100p