(2R,3S)-N-benzoxycarbonyl-3-methoxymethyloxypyrrolidine-2-carboxaldehyde

Base Information

Chemical Name:(2R,3S)-N-benzoxycarbonyl-3-methoxymethyloxypyrrolidine-2-carboxaldehyde
CAS No.:296234-11-2
Molecular Formula:C₁₅H₁₉NO₅
Molecular Weight:293.32
Hs Code.:

Synonyms:(2R,3S)-N-benzoxycarbonyl-3-methoxymethyloxypyrrolidine-2-carboxaldehyde

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Chemical Property of (2R,3S)-N-benzoxycarbonyl-3-methoxymethyloxypyrrolidine-2-carboxaldehyde

Chemical Property:

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Technology Process of (2R,3S)-N-benzoxycarbonyl-3-methoxymethyloxypyrrolidine-2-carboxaldehyde

There total 7 articles about (2R,3S)-N-benzoxycarbonyl-3-methoxymethyloxypyrrolidine-2-carboxaldehyde 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: 98.0%

: 296234-13-4
(2R,3S)-N-benzoxycarbonyl-3-hydroxymethyl-3-methoxymethyloxypyrrolidine

: 296234-11-2
(2R,3S)-N-benzoxycarbonyl-3-methoxymethyloxypyrrolidine-2-carboxaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1139/v00-043

Reference yield:

: 3783-61-7
diethyl 2-azabutane-1,4-dicarboxylate

: 296234-11-2
(2R,3S)-N-benzoxycarbonyl-3-methoxymethyloxypyrrolidine-2-carboxaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / acetonitrile / 1 h / 0 °C

2: t-BuOK / toluene / 0.5 h / 0 °C

3: 45 percent / sucrose; baker's yeast / H₂O / 48 h / 40 °C

4: 92 percent / diisopropylethylamine / CH₂Cl₂ / 24 h / 20 °C

5: 72 percent / LiBH₄ / diethyl ether / 4 h / 0 °C

6: 98 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

With lithium borohydride; baker's yeast; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; Sucrose; In diethyl ether; dichloromethane; water; toluene; acetonitrile; 1: Condensation / 2: Dickemann cyclization / 3: Reduction / 4: Etherification / 5: Reduction / 6: Oxidation;
DOI:10.1139/v00-043

Reference yield:

: 51814-17-6
ethyl N-benzoxycarbonyl-N-(2-ethoxcarbonylethyl)glycinate

: 296234-11-2
(2R,3S)-N-benzoxycarbonyl-3-methoxymethyloxypyrrolidine-2-carboxaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: t-BuOK / toluene / 0.5 h / 0 °C

2: 45 percent / sucrose; baker's yeast / H₂O / 48 h / 40 °C

3: 92 percent / diisopropylethylamine / CH₂Cl₂ / 24 h / 20 °C

4: 72 percent / LiBH₄ / diethyl ether / 4 h / 0 °C

5: 98 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

With lithium borohydride; baker's yeast; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; Sucrose; In diethyl ether; dichloromethane; water; toluene; 1: Dickemann cyclization / 2: Reduction / 3: Etherification / 4: Reduction / 5: Oxidation;
DOI:10.1139/v00-043