(1''S,2R,2'R,3'S,5'R)-2-[Tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]propanal

Base Information

Chemical Name:(1''S,2R,2'R,3'S,5'R)-2-[Tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]propanal
CAS No.:103576-55-2
Molecular Formula:C₁₁H₂₀O₃
Molecular Weight:200.278
Hs Code.:

Synonyms:(1''S,2R,2'R,3'S,5'R)-2-[Tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]propanal

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Chemical Property of (1''S,2R,2'R,3'S,5'R)-2-[Tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]propanal

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Technology Process of (1''S,2R,2'R,3'S,5'R)-2-[Tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]propanal

There total 1 articles about (1''S,2R,2'R,3'S,5'R)-2-[Tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]propanal 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: 91.0%

: Sodium; 4-((S)-2-{(1S,2S,6R)-2-[(E)-3-acetoxy-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-propenyl]-6-methyl-cyclohexyl}-propionyl)-5-oxo-2,5-dihydro-furan-3-olate

: 103576-55-2
(1''S,2R,2'R,3'S,5'R)-2-[Tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]propanal

: 103576-54-1
Acetic acid (E)-2-((2R,3R,6S)-6-formyl-3-methyl-tetrahydro-pyran-2-yl)-3-{(1S,2S,3R)-2-[(S)-2-(4-methoxy-2-oxo-2,5-dihydro-furan-3-yl)-1-methyl-2-oxo-ethyl]-3-methyl-cyclohexyl}-allyl ester

Guidance literature:: With triphenylphosphine; In dichloromethane; at -78 ℃;
DOI:10.1016/S0040-4039(00)83953-2

Reference yield: 71.0%

: 103576-55-2
(1''S,2R,2'R,3'S,5'R)-2-[Tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]propanal

: 155846-37-0
((R)-6-Benzyloxy-5-methyl-2-oxo-hexyl)-phosphonic acid dimethyl ester

: 155846-43-8
(3E,1''S,2S,2'R,3'S,5'R,8R)-9-Benzyloxy-8-methyl-2-[tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]non-3-en-5-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile;
DOI:10.1016/S0040-4039(00)76543-9

Reference yield:

: 103576-55-2
(1''S,2R,2'R,3'S,5'R)-2-[Tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]propanal

: 149298-89-5
tetronasin sodium salt

Guidance literature:: Multi-step reaction with 18 steps

1: NaBH₄

2: Bu₃P, pyridine

3: mcpba / CH₂Cl₂

4: 1.) n-BuLi / 1.) THF

5: NaN(TMS)2

6: AIBN / toluene

7: (i-Bu)2AlH (DIBALH)

8: DMSO, (COCl)2, Et₃N / CH₂Cl₂

9: NaClO₂

11: 1.) LDA / 1.) THF, -100 deg C, 2.) -95 deg C, 30 min

12: pyridine, DMAP

13: DBU / Ambient temperature

14: 34 percent / acetone / 0 °C / Irradiation

15: (i-Bu)2AlH (DIBALH) / toluene

16: imidazole

17: 80 percent / ZrCl₄ / CH₂Cl₂ / 0.25 h / 0 °C

18: 1.) n-Bu₄NF (TBAF), 2.) HF / 1.) THF, 2.) CH₃CN

With pyridine; 1H-imidazole; dmap; sodium chlorite; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tributylphosphine; hydrogen fluoride; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; diisobutylaluminium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; zirconium(IV) chloride; In dichloromethane; acetone; toluene;
DOI:10.1016/S0040-4039(00)60377-5