(2S,4R)-1-benzyloxycarbonyl-2-(2-ethoxycarbonyl-(E)-ethenyl)-4-methoxycarbonyl-4-methylpyrrolidine

Base Information

Chemical Name:(2S,4R)-1-benzyloxycarbonyl-2-(2-ethoxycarbonyl-(E)-ethenyl)-4-methoxycarbonyl-4-methylpyrrolidine
CAS No.:175793-15-4
Molecular Formula:C₂₀H₂₅NO₆
Molecular Weight:375.422
Hs Code.:

Synonyms:(2S,4R)-1-benzyloxycarbonyl-2-(2-ethoxycarbonyl-(E)-ethenyl)-4-methoxycarbonyl-4-methylpyrrolidine

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Chemical Property of (2S,4R)-1-benzyloxycarbonyl-2-(2-ethoxycarbonyl-(E)-ethenyl)-4-methoxycarbonyl-4-methylpyrrolidine

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Technology Process of (2S,4R)-1-benzyloxycarbonyl-2-(2-ethoxycarbonyl-(E)-ethenyl)-4-methoxycarbonyl-4-methylpyrrolidine

There total 9 articles about (2S,4R)-1-benzyloxycarbonyl-2-(2-ethoxycarbonyl-(E)-ethenyl)-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: 57.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 175793-14-3
(2S,4R)-1-benzyloxycarbonyl-2-formyl-4-methoxycarbonyl-4-methylpyrrolidine

: 175793-15-4
(2S,4R)-1-benzyloxycarbonyl-2-(2-ethoxycarbonyl-(E)-ethenyl)-4-methoxycarbonyl-4-methylpyrrolidine

Guidance literature:: With sodium hydride; In tetrahydrofuran;
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

: 175793-15-4
(2S,4R)-1-benzyloxycarbonyl-2-(2-ethoxycarbonyl-(E)-ethenyl)-4-methoxycarbonyl-4-methylpyrrolidine

Guidance literature:: Multi-step reaction with 8 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

7: 75 percent / TPAP, NMO, 4 Angstroem sieves / CH₂Cl₂

8: 57 percent / NaH / tetrahydrofuran

With hydrogenchloride; sodium tetrahydroborate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; hydrogen; sodium hydride; 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

: 175793-15-4
(2S,4R)-1-benzyloxycarbonyl-2-(2-ethoxycarbonyl-(E)-ethenyl)-4-methoxycarbonyl-4-methylpyrrolidine

Guidance literature:: Multi-step reaction with 7 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

6: 75 percent / TPAP, NMO, 4 Angstroem sieves / CH₂Cl₂

7: 57 percent / NaH / tetrahydrofuran

With sodium tetrahydroborate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; hydrogen; sodium hydride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/0040-4039(96)00114-1