(1''R,2S,2'S,4'''S,5'''R)-{5-[(1-benzyl-5-oxo-pyrrolidin-2-yl)-(tert-butyldimethylsilanyloxy)methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}triethylsilanyloxyacetaldehyde

Base Information

Chemical Name:(1''R,2S,2'S,4'''S,5'''R)-{5-[(1-benzyl-5-oxo-pyrrolidin-2-yl)-(tert-butyldimethylsilanyloxy)methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}triethylsilanyloxyacetaldehyde
CAS No.:583040-10-2
Molecular Formula:C₃₁H₅₃NO₆Si₂
Molecular Weight:591.936
Hs Code.:

(1''R,2S,2'S,4'''S,5'''R)-{5-[(1-benzyl-5-oxo-pyrrolidin-2-yl)-(tert-butyldimethylsilanyloxy)methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}triethylsilanyloxyacetaldehyde

Synonyms:(1''R,2S,2'S,4'''S,5'''R)-{5-[(1-benzyl-5-oxo-pyrrolidin-2-yl)-(tert-butyldimethylsilanyloxy)methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}triethylsilanyloxyacetaldehyde

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Chemical Property of (1''R,2S,2'S,4'''S,5'''R)-{5-[(1-benzyl-5-oxo-pyrrolidin-2-yl)-(tert-butyldimethylsilanyloxy)methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}triethylsilanyloxyacetaldehyde

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Technology Process of (1''R,2S,2'S,4'''S,5'''R)-{5-[(1-benzyl-5-oxo-pyrrolidin-2-yl)-(tert-butyldimethylsilanyloxy)methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}triethylsilanyloxyacetaldehyde

There total 8 articles about (1''R,2S,2'S,4'''S,5'''R)-{5-[(1-benzyl-5-oxo-pyrrolidin-2-yl)-(tert-butyldimethylsilanyloxy)methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}triethylsilanyloxyacetaldehyde 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: 95.0%

: 583040-25-9
(S)-1-Benzyl-5-[(R)-[(4S,5S)-5-((R)-1,2-bis-triethylsilanyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidin-2-one

: 583040-10-2
(1''R,2S,2'S,4'''S,5'''R)-{5-[(1-benzyl-5-oxo-pyrrolidin-2-yl)-(tert-butyldimethylsilanyloxy)methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}triethylsilanyloxyacetaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -80 - 25 ℃;
DOI:10.1021/jo0344539

Reference yield:

: 152611-53-5
N-tert-butoxycarbonyl-6,7;8,9-di-O-isopropylidene-2,3-dideoxy-D-glycero-D-galacto-nonono-1,4-lactam

: 583040-10-2
(1''R,2S,2'S,4'''S,5'''R)-{5-[(1-benzyl-5-oxo-pyrrolidin-2-yl)-(tert-butyldimethylsilanyloxy)methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}triethylsilanyloxyacetaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 2,6-lutidine / CH₂Cl₂ / Heating

2: ceric ammonium nitrate / acetonitrile / 2 h / Heating

3: KH / tetrahydrofuran; various solvent(s) / 6 h / 60 °C

4: 2.39 g / acetic acid / H₂O / 8 h / 50 °C

5: 85 percent / 4-dimethylaminopyridine; pyridine / 6 h / 20 °C

6: 95 percent / oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂ / -80 - 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; oxalyl dichloride; ammonium cerium(IV) nitrate; potassium hydride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile; 6: Swern oxidation;
DOI:10.1021/jo0344539

Reference yield:

: 152611-51-3
(1'R,2S,4''R,5''R,5'''R)-2-[hydroxy-(2,2,2',2'-tetramethyl-[4,4']bis[[1,3]dioxolanyl]-5-yl)methyl]-5-oxo-2,5-dihydropyrrole-1-carboxylic acid tert-butyl ester

: 583040-10-2
(1''R,2S,2'S,4'''S,5'''R)-{5-[(1-benzyl-5-oxo-pyrrolidin-2-yl)-(tert-butyldimethylsilanyloxy)methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}triethylsilanyloxyacetaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: NaBH₄; NiCl₂ / methanol / 40 h / 0 °C

2: 2,6-lutidine / CH₂Cl₂ / Heating

3: ceric ammonium nitrate / acetonitrile / 2 h / Heating

4: KH / tetrahydrofuran; various solvent(s) / 6 h / 60 °C

5: 2.39 g / acetic acid / H₂O / 8 h / 50 °C

6: 85 percent / 4-dimethylaminopyridine; pyridine / 6 h / 20 °C

7: 95 percent / oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂ / -80 - 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; oxalyl dichloride; ammonium cerium(IV) nitrate; potassium hydride; acetic acid; dimethyl sulfoxide; triethylamine; nickel dichloride; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 7: Swern oxidation;
DOI:10.1021/jo0344539