(R)-4-Benzyloxy-4-((2R,5S)-5-{(R)-3-[(2R,3S,6S)-3-benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-1-iodo-propyl}-tetrahydro-furan-2-yl)-butyraldehyde

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Chemical Name:(R)-4-Benzyloxy-4-((2R,5S)-5-{(R)-3-[(2R,3S,6S)-3-benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-1-iodo-propyl}-tetrahydro-furan-2-yl)-butyraldehyde
CAS No.:180067-20-3
Molecular Formula:C₃₂H₄₀F₃IO₆
Molecular Weight:704.566
Hs Code.:

(R)-4-Benzyloxy-4-((2R,5S)-5-{(R)-3-[(2R,3S,6S)-3-benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-1-iodo-propyl}-tetrahydro-furan-2-yl)-butyraldehyde

Synonyms:(R)-4-Benzyloxy-4-((2R,5S)-5-{(R)-3-[(2R,3S,6S)-3-benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-1-iodo-propyl}-tetrahydro-furan-2-yl)-butyraldehyde

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Chemical Property of (R)-4-Benzyloxy-4-((2R,5S)-5-{(R)-3-[(2R,3S,6S)-3-benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-1-iodo-propyl}-tetrahydro-furan-2-yl)-butyraldehyde

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Technology Process of (R)-4-Benzyloxy-4-((2R,5S)-5-{(R)-3-[(2R,3S,6S)-3-benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-1-iodo-propyl}-tetrahydro-furan-2-yl)-butyraldehyde

There total 30 articles about (R)-4-Benzyloxy-4-((2R,5S)-5-{(R)-3-[(2R,3S,6S)-3-benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-1-iodo-propyl}-tetrahydro-furan-2-yl)-butyraldehyde 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: 79.0%

: C₅₁H₅₅F₃O₆

: 180067-20-3
(R)-4-Benzyloxy-4-((2R,5S)-5-{(R)-3-[(2R,3S,6S)-3-benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-1-iodo-propyl}-tetrahydro-furan-2-yl)-butyraldehyde

Guidance literature:: With iodonium di(2,4,6-trimethylpyridine) perchlorate; In dichloromethane; at 20 ℃; for 0.333333h;
DOI:10.1016/S0040-4020(00)00878-4

Reference yield:

: 2873-29-2
D-glucal triacetate

: 180067-20-3
(R)-4-Benzyloxy-4-((2R,5S)-5-{(R)-3-[(2R,3S,6S)-3-benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-1-iodo-propyl}-tetrahydro-furan-2-yl)-butyraldehyde

Guidance literature:: Multi-step reaction with 13 steps

1.1: BF₃*Et₂O / CH₂Cl₂

2.1: H₂ / Pd/C / ethyl acetate

3.1: NaOMe / methanol

4.1: pyridine

5.1: DEAD; Ph₃P / toluene / -15 - 20 °C

6.1: 5.4 g / NaOMe / methanol / 2 h / 20 °C

7.1: 71 percent / NaH; Bu₄NI / tetrahydrofuran / 0 - 20 °C

8.1: 84 percent / TMEDA / diethyl ether / 8 h / 20 °C

9.1: O₃; O₂ / CH₂Cl₂; methanol / -78 °C

9.2: 80 percent / triphenylphosphine / CH₂Cl₂; methanol / 2 h / -78 - 20 °C

10.1: Na(NSiMe₃)2 / toluene / 1 h / 20 °C

10.2: 84 percent / toluene / 0.75 h / -78 °C

11.1: 100 percent / m-CPBA / aq. phosphate buffer; CH₂Cl₂ / 1 h / 20 °C

12.1: Ph₂PLi / tetrahydrofuran / 2 h

12.2: MeI / 1 h

12.3: 78 percent / n-BuLi

13.1: iodonium dicollidine perchlorate (IDCP) / CH₂Cl₂ / 0.33 h / 20 °C

With pyridine; N,N,N,N,-tetramethylethylenediamine; iodonium di(2,4,6-trimethylpyridine) perchlorate; boron trifluoride diethyl etherate; hydrogen; oxygen; sodium methylate; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium diphenylphosphide; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; phosphate buffer; diethyl ether; dichloromethane; ethyl acetate; toluene; 1.1: Ferrier reaction / 2.1: Hydrogenation / 3.1: Deacetylation / 4.1: Tosylation / 5.1: Mitsunobu reaction / 6.1: Hydrolysis / 7.1: Etherification / 8.1: Alkylation / 9.1: ozonolysis / 9.2: Decomposition / 10.1: deprotonation / 10.2: Wittig reaction / 11.1: Epoxidation / 12.1: Ring cleavage / 12.2: inversion / 12.3: Elimination / 13.1: iodoetherification;
DOI:10.1016/S0040-4020(00)00878-4

Reference yield:

: 180186-85-0
C₃₆H₄₉F₃O₆

: 180067-20-3
(R)-4-Benzyloxy-4-((2R,5S)-5-{(R)-3-[(2R,3S,6S)-3-benzyloxy-6-(2,2,2-trifluoro-ethoxy)-tetrahydro-pyran-2-yl]-1-iodo-propyl}-tetrahydro-furan-2-yl)-butyraldehyde

Guidance literature:: With iodonium di(2,4,6-trimethylpyridine) perchlorate; In dichloromethane; at 20 ℃; for 0.333333h;
DOI:10.1016/S0040-4020(00)00878-4