(2S,3R,4R,5S,6R,8R,9S)-9-ethyl-2-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-4-yl acetate

Base Information

Chemical Name:(2S,3R,4R,5S,6R,8R,9S)-9-ethyl-2-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-4-yl acetate
CAS No.:850026-97-0
Molecular Formula:C₂₇H₄₀O₆
Molecular Weight:460.611
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R,8R,9S)-9-ethyl-2-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-4-yl acetate

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Chemical Property of (2S,3R,4R,5S,6R,8R,9S)-9-ethyl-2-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-4-yl acetate

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Technology Process of (2S,3R,4R,5S,6R,8R,9S)-9-ethyl-2-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-4-yl acetate

There total 12 articles about (2S,3R,4R,5S,6R,8R,9S)-9-ethyl-2-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-4-yl acetate 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:

: 850026-77-6
(R)-2-[(4S,5S,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-1,3-dioxan-4-yl]-1-propanol

: 850026-97-0
(2S,3R,4R,5S,6R,8R,9S)-9-ethyl-2-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-4-yl acetate

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

2: 40 percent / n-BuLi / tetrahydrofuran / -78 °C

3: 93 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

4: 78 percent / CSA / CH₂Cl₂ / 20 °C

5: H₂ / Lindlar catalyst / ethyl acetate; various solvent(s) / 20 °C

6: PPTS / toluene / 20 °C

7: 100 percent / DMAP; pyridine / 20 °C

With pyridine; dmap; n-butyllithium; camphor-10-sulfonic acid; hydrogen; pyridinium p-toluenesulfonate; Dess-Martin periodane; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1039/b416309e

Reference yield:

: 850026-81-2
(S)-2-[(4S,5R,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-1,3-dioxan-4-yl]propanal

: 850026-97-0
(2S,3R,4R,5S,6R,8R,9S)-9-ethyl-2-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-4-yl acetate

Guidance literature:: Multi-step reaction with 6 steps

1: 40 percent / n-BuLi / tetrahydrofuran / -78 °C

2: 93 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

3: 78 percent / CSA / CH₂Cl₂ / 20 °C

4: H₂ / Lindlar catalyst / ethyl acetate; various solvent(s) / 20 °C

5: PPTS / toluene / 20 °C

6: 100 percent / DMAP; pyridine / 20 °C

With pyridine; dmap; n-butyllithium; camphor-10-sulfonic acid; hydrogen; pyridinium p-toluenesulfonate; Dess-Martin periodane; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1039/b416309e

Reference yield:

: 850026-69-6
(2S,4R,5S,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione

: 850026-97-0
(2S,3R,4R,5S,6R,8R,9S)-9-ethyl-2-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-4-yl acetate

Guidance literature:: Multi-step reaction with 10 steps

1: 92 percent / NaBH(OAc)3; acetic acid / 20 °C

2: 96 percent / TsOH*H₂O / acetone / 30 °C

3: 78 percent / LiBH₄ / methanol; tetrahydrofuran / 20 °C

4: 94 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

5: 40 percent / n-BuLi / tetrahydrofuran / -78 °C

6: 93 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

7: 78 percent / CSA / CH₂Cl₂ / 20 °C

8: H₂ / Lindlar catalyst / ethyl acetate; various solvent(s) / 20 °C

9: PPTS / toluene / 20 °C

10: 100 percent / DMAP; pyridine / 20 °C

With pyridine; dmap; lithium borohydride; n-butyllithium; camphor-10-sulfonic acid; hydrogen; pyridinium p-toluenesulfonate; sodium tris(acetoxy)borohydride; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; acetone; toluene;
DOI:10.1039/b416309e