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

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Chemical Name:(S)-2-[(4S,5R,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-1,3-dioxan-4-yl]propanal
CAS No.:850026-81-2
Molecular Formula:C₂₁H₃₂O₅
Molecular Weight:364.482
Hs Code.:

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

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Chemical Property of (S)-2-[(4S,5R,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-1,3-dioxan-4-yl]propanal

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Technology Process of (S)-2-[(4S,5R,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-1,3-dioxan-4-yl]propanal

There total 5 articles about (S)-2-[(4S,5R,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-1,3-dioxan-4-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: 96.0%

: 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

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

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/asia.200800445

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

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

Guidance literature:: Multi-step reaction with 4 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

With pyridine; lithium borohydride; sodium tris(acetoxy)borohydride; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1039/b416309e

Reference yield:

: 101712-01-0
(S)-1-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methylpentane-1,3-dione

: 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

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / Sn(OTf)2; Et₃N / CH₂Cl₂ / -78 °C

2: 92 percent / NaBH(OAc)3; acetic acid / 20 °C

3: 96 percent / TsOH*H₂O / acetone / 30 °C

4: 78 percent / LiBH₄ / methanol; tetrahydrofuran / 20 °C

5: 94 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

With pyridine; lithium borohydride; tin(II) trifluoromethanesulfonate; sodium tris(acetoxy)borohydride; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1039/b416309e