(2S,4R)-1-benzyloxycarbonyl-2-hydroxymethyl-4-methoxycarbonyl-4-methylpyrrolidine

Base Information

Chemical Name:(2S,4R)-1-benzyloxycarbonyl-2-hydroxymethyl-4-methoxycarbonyl-4-methylpyrrolidine
CAS No.:175793-13-2
Molecular Formula:C₁₆H₂₁NO₅
Molecular Weight:307.346
Hs Code.:

Synonyms:(2S,4R)-1-benzyloxycarbonyl-2-hydroxymethyl-4-methoxycarbonyl-4-methylpyrrolidine

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Chemical Property of (2S,4R)-1-benzyloxycarbonyl-2-hydroxymethyl-4-methoxycarbonyl-4-methylpyrrolidine

Chemical Property:

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Technology Process of (2S,4R)-1-benzyloxycarbonyl-2-hydroxymethyl-4-methoxycarbonyl-4-methylpyrrolidine

There total 7 articles about (2S,4R)-1-benzyloxycarbonyl-2-hydroxymethyl-4-methoxycarbonyl-4-methylpyrrolidine 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:

: (2S,4R)-4-Methyl-pyrrolidine-1,2,4-tricarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester 4-methyl ester

: 175793-13-2
(2S,4R)-1-benzyloxycarbonyl-2-hydroxymethyl-4-methoxycarbonyl-4-methylpyrrolidine

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; Yield given;
DOI:10.1016/0040-4039(96)00114-1

Reference yield:

: 175792-75-3
(3S,5S,7R,7aS)-1-benzyl-5-tert-butoxycarbonyl-7-methoxycarbonyl-7-methyl-3-phenylhexahydropyrrolo[1,2-a]imidazole

: 175793-13-2
(2S,4R)-1-benzyloxycarbonyl-2-hydroxymethyl-4-methoxycarbonyl-4-methylpyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / NaBH₃CN, 2M HCl / tetrahydrofuran

2: 90 percent / H₂, TFA / Pd(OH)2/C / methanol / 3102.9 Torr

3: 97 percent / Et₃N / CH₂Cl₂

4: TFA

5: DCCI / tetrahydrofuran

6: NaBH₄ / tetrahydrofuran

With hydrogenchloride; sodium tetrahydroborate; hydrogen; sodium cyanoborohydride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/0040-4039(96)00114-1

Reference yield:

: 175792-86-6
(2S,4R)-1-[(S)-2-benzylamino-1-phenylethyl]-2-tert-butoxycarbonyl-4-methoxycarbonyl-4-methylpyrrolidine

: 175793-13-2
(2S,4R)-1-benzyloxycarbonyl-2-hydroxymethyl-4-methoxycarbonyl-4-methylpyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / H₂, TFA / Pd(OH)2/C / methanol / 3102.9 Torr

2: 97 percent / Et₃N / CH₂Cl₂

3: TFA

4: DCCI / tetrahydrofuran

5: NaBH₄ / tetrahydrofuran

With sodium tetrahydroborate; hydrogen; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/0040-4039(96)00114-1