(2R,4S,5S,6S,7S)-6-ethyl-7-(4-methoxybenzyloxy)-2,4-dimethylnonan-5-olide

Base Information

Chemical Name:(2R,4S,5S,6S,7S)-6-ethyl-7-(4-methoxybenzyloxy)-2,4-dimethylnonan-5-olide
CAS No.:126575-12-0
Molecular Formula:C₂₁H₃₂O₄
Molecular Weight:348.483
Hs Code.:

Synonyms:(2R,4S,5S,6S,7S)-6-ethyl-7-(4-methoxybenzyloxy)-2,4-dimethylnonan-5-olide

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Chemical Property of (2R,4S,5S,6S,7S)-6-ethyl-7-(4-methoxybenzyloxy)-2,4-dimethylnonan-5-olide

Chemical Property:

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Technology Process of (2R,4S,5S,6S,7S)-6-ethyl-7-(4-methoxybenzyloxy)-2,4-dimethylnonan-5-olide

There total 18 articles about (2R,4S,5S,6S,7S)-6-ethyl-7-(4-methoxybenzyloxy)-2,4-dimethylnonan-5-olide 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: 96.0%

: 126394-42-1,126455-62-7
(3R,5S,6S)-6-[(1S,2S)-1-Ethyl-2-(4-methoxy-benzyloxy)-butyl]-3,5-dimethyl-tetrahydro-pyran-2-ol

: 126575-12-0
(2R,4S,5S,6S,7S)-6-ethyl-7-(4-methoxybenzyloxy)-2,4-dimethylnonan-5-olide

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; for 2.5h; Ambient temperature;
DOI:10.1248/cpb.37.1698

Reference yield:

: 113643-47-3
(S)-2-((2S,3S,6S)-6-Isopropoxy-3,5-dimethyl-3,6-dihydro-2H-pyran-2-yl)-butan-1-ol

: 126575-12-0
(2R,4S,5S,6S,7S)-6-ethyl-7-(4-methoxybenzyloxy)-2,4-dimethylnonan-5-olide

Guidance literature:: Multi-step reaction with 8 steps

1: hydrogen / 5percent Rh-Al₂O₃ / diethyl ether / 3.5 h

2: 1) DMSO, (COCl)2, 2) Et₃N / 1) CH₂Cl₂, -70 deg C, 2) CH₂Cl₂, -70 to 0 deg C

3: diethyl ether / -50 - 0 °C

4: 1) DMSO, (COCl)2, 2) Et₃N / 1) CH₂Cl₂, -70 deg C, 2) CH₂Cl₂, -70 to 0 deg C

5: 100 percent / Red-al / toluene / -70 - 0 °C

6: 80 percent / NaH / dimethylformamide / 48 h / Ambient temperature

7: 64 percent / 1N HCl / tetrahydrofuran / 18 h / 50 °C

8: 96 percent / pyridinium chlorochromate / CH₂Cl₂ / 2.5 h / Ambient temperature

With hydrogenchloride; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium chlorochromate; rhodium on alumina; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.37.1698

Reference yield:

: 110653-58-2
(2R,3R,4S)-4-benzyloxymethyl-3-formyloxy-2-methylhexanal

: 126575-12-0
(2R,4S,5S,6S,7S)-6-ethyl-7-(4-methoxybenzyloxy)-2,4-dimethylnonan-5-olide

Guidance literature:: Multi-step reaction with 13 steps

1: 1) NaH / 1) THF, 0 to 20 deg C, 2) THF, -78 to -15 deg C, 3 h

2: 74 percent / K₂CO₃ / methanol / 0.5 h / Ambient temperature

3: DIBAH / toluene / 0.17 h / -80 °C

4: CSA / 0.25 h / Ambient temperature

5: hydrogen / Raney Ni (W-2) / ethanol / 2 h / Ambient temperature

6: hydrogen / 5percent Rh-Al₂O₃ / diethyl ether / 3.5 h

7: 1) DMSO, (COCl)2, 2) Et₃N / 1) CH₂Cl₂, -70 deg C, 2) CH₂Cl₂, -70 to 0 deg C

8: diethyl ether / -50 - 0 °C

9: 1) DMSO, (COCl)2, 2) Et₃N / 1) CH₂Cl₂, -70 deg C, 2) CH₂Cl₂, -70 to 0 deg C

10: 100 percent / Red-al / toluene / -70 - 0 °C

11: 80 percent / NaH / dimethylformamide / 48 h / Ambient temperature

12: 64 percent / 1N HCl / tetrahydrofuran / 18 h / 50 °C

13: 96 percent / pyridinium chlorochromate / CH₂Cl₂ / 2.5 h / Ambient temperature

With hydrogenchloride; oxalyl dichloride; camphor-10-sulfonic acid; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium chlorochromate; rhodium on alumina; Raney Ni (W-2); In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.37.1698