(1S)-1-allyl-2-(2S)-(2-benzyl-2-benzyloxycarbonylamino-but-3-enoyl)-2-aza-spiro[4,4]nonane-(3S)-3-carboxylic acid methyl ester

Base Information

Chemical Name:(1S)-1-allyl-2-(2S)-(2-benzyl-2-benzyloxycarbonylamino-but-3-enoyl)-2-aza-spiro[4,4]nonane-(3S)-3-carboxylic acid methyl ester
CAS No.:596846-97-8
Molecular Formula:C₃₂H₃₈N₂O₅
Molecular Weight:530.664
Hs Code.:

Synonyms:(1S)-1-allyl-2-(2S)-(2-benzyl-2-benzyloxycarbonylamino-but-3-enoyl)-2-aza-spiro[4,4]nonane-(3S)-3-carboxylic acid methyl ester

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Chemical Property of (1S)-1-allyl-2-(2S)-(2-benzyl-2-benzyloxycarbonylamino-but-3-enoyl)-2-aza-spiro[4,4]nonane-(3S)-3-carboxylic acid methyl ester

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Technology Process of (1S)-1-allyl-2-(2S)-(2-benzyl-2-benzyloxycarbonylamino-but-3-enoyl)-2-aza-spiro[4,4]nonane-(3S)-3-carboxylic acid methyl ester

There total 3 articles about (1S)-1-allyl-2-(2S)-(2-benzyl-2-benzyloxycarbonylamino-but-3-enoyl)-2-aza-spiro[4,4]nonane-(3S)-3-carboxylic acid methyl ester 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: 41.0%

: (1S,3S)-1-allyl-2-aza-spiro[4,4]-nonane-3-carboxylic acid methyl ester

: 596846-62-7
2-benzyl-2-(benzyloxycarbonylamino)but-3-enoic acid

: 596846-97-8
(1S)-1-allyl-2-(2S)-(2-benzyl-2-benzyloxycarbonylamino-but-3-enoyl)-2-aza-spiro[4,4]nonane-(3S)-3-carboxylic acid methyl ester

: 596846-76-3
(1S)-1-allyl-2-(2R)-(2-benzyl-2-benzyloxycarbonylamino-but-3-enoyl)-2-aza-spiro[4,4]nonane-(3S)-3-carboxylic acid methyl ester

Guidance literature:: 2-benzyl-2-(benzyloxycarbonylamino)but-3-enoic acid; With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 20 ℃; for 2h;

(1S,3S)-1-allyl-2-aza-spiro[4,4]-nonane-3-carboxylic acid methyl ester; With dmap; In dichloromethane; for 96h;
DOI:10.1016/S0040-4020(03)00684-7

Reference yield:

: 79259-21-5
2-amino-2-benzyl-but-3-enoic acid hydrochloride salt

: 596846-97-8
(1S)-1-allyl-2-(2S)-(2-benzyl-2-benzyloxycarbonylamino-but-3-enoyl)-2-aza-spiro[4,4]nonane-(3S)-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetramethylammonium hydroxide pentahydrate / acetonitrile / 20 h

2.1: bromotripyrrolidinophosphoniumhexafluorophosphate; diisopropylethylamine / CH₂Cl₂ / 2 h / 20 °C

2.2: 41 percent / dimethylaminopyridine / CH₂Cl₂ / 96 h

With tetramethyl ammoniumhydroxide; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; acetonitrile;
DOI:10.1016/S0040-4020(03)00684-7

Reference yield:

: 152774-41-9
2-benzoylamino-2-benzyl-but-3-enoic acid methyl ester

: 596846-97-8
(1S)-1-allyl-2-(2S)-(2-benzyl-2-benzyloxycarbonylamino-but-3-enoyl)-2-aza-spiro[4,4]nonane-(3S)-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / HCl / H₂O / 4 h / Heating

2.1: tetramethylammonium hydroxide pentahydrate / acetonitrile / 20 h

3.1: bromotripyrrolidinophosphoniumhexafluorophosphate; diisopropylethylamine / CH₂Cl₂ / 2 h / 20 °C

3.2: 41 percent / dimethylaminopyridine / CH₂Cl₂ / 96 h

With hydrogenchloride; tetramethyl ammoniumhydroxide; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4020(03)00684-7