(1'R,2'R,3S)-3-(tert-butyldimethylsilyloxy)-3-[2'-(4''-methoxybenzyloxymethyl)cyclopentyl]propanal

Base Information

Chemical Name:(1'R,2'R,3S)-3-(tert-butyldimethylsilyloxy)-3-[2'-(4''-methoxybenzyloxymethyl)cyclopentyl]propanal
CAS No.:714974-16-0
Molecular Formula:C₂₃H₃₈O₄Si
Molecular Weight:406.638
Hs Code.:

Synonyms:(1'R,2'R,3S)-3-(tert-butyldimethylsilyloxy)-3-[2'-(4''-methoxybenzyloxymethyl)cyclopentyl]propanal

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Chemical Property of (1'R,2'R,3S)-3-(tert-butyldimethylsilyloxy)-3-[2'-(4''-methoxybenzyloxymethyl)cyclopentyl]propanal

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Technology Process of (1'R,2'R,3S)-3-(tert-butyldimethylsilyloxy)-3-[2'-(4''-methoxybenzyloxymethyl)cyclopentyl]propanal

There total 8 articles about (1'R,2'R,3S)-3-(tert-butyldimethylsilyloxy)-3-[2'-(4''-methoxybenzyloxymethyl)cyclopentyl]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:

: (S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-[(1R,2R)-2-(4-methoxy-benzyloxymethyl)-cyclopentyl]-butane-1,2-diol

: 714974-16-0
(1'R,2'R,3S)-3-(tert-butyldimethylsilyloxy)-3-[2'-(4''-methoxybenzyloxymethyl)cyclopentyl]propanal

Guidance literature:: With sodium periodate; In methanol; water; at 0 ℃; for 2h;
DOI:10.1021/ol049356w

Reference yield:

: 57287-24-8
(1R,2R)-1,2-(dihydroxymethyl)cyclopentane

: 714974-16-0
(1'R,2'R,3S)-3-(tert-butyldimethylsilyloxy)-3-[2'-(4''-methoxybenzyloxymethyl)cyclopentyl]propanal

Guidance literature:: Multi-step reaction with 6 steps

1: NaH / dimethylformamide / -20 - 20 °C

2: 6.24 g / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

3: 54 percent / tetrahydrofuran / 0.5 h / -78 °C

4: 99 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5: H₂O; NMO; OsO₄ / acetone / 4 h / 20 °C

6: 533 mg / NaIO₄; H₂O / methanol / 2 h / 0 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; water; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 2: Dess-Martin oxidation;
DOI:10.1021/jo062089i

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 714974-16-0
(1'R,2'R,3S)-3-(tert-butyldimethylsilyloxy)-3-[2'-(4''-methoxybenzyloxymethyl)cyclopentyl]propanal

Guidance literature:: Multi-step reaction with 6 steps

1: NaH / dimethylformamide / -20 - 20 °C

2: 6.24 g / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

3: 54 percent / tetrahydrofuran / 0.5 h / -78 °C

4: 99 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5: H₂O; NMO; OsO₄ / acetone / 4 h / 20 °C

6: 533 mg / NaIO₄; H₂O / methanol / 2 h / 0 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; water; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 2: Dess-Martin oxidation;
DOI:10.1021/jo062089i