(1S,2S,3R)-N-tert-butoxycarbonyl-3-aminocyclopropane-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Base Information

Chemical Name:(1S,2S,3R)-N-tert-butoxycarbonyl-3-aminocyclopropane-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
CAS No.:321133-43-1
Molecular Formula:C₁₈H₂₃NO₆
Molecular Weight:349.384
Hs Code.:

Synonyms:(1S,2S,3R)-N-tert-butoxycarbonyl-3-aminocyclopropane-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Chemical Property of (1S,2S,3R)-N-tert-butoxycarbonyl-3-aminocyclopropane-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Technology Process of (1S,2S,3R)-N-tert-butoxycarbonyl-3-aminocyclopropane-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

There total 4 articles about (1S,2S,3R)-N-tert-butoxycarbonyl-3-aminocyclopropane-1,2-dicarboxylic acid 1-benzyl ester 2-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: 96.0%

: 100-39-0
benzyl bromide

: 321133-42-0
(1S,2S,3S)-N-tert-butoxycarbonyl-3-aminocyclopropane-1,2-dicarboxylic acid 2-monomethyl ester

: 321133-43-1
(1S,2S,3R)-N-tert-butoxycarbonyl-3-aminocyclopropane-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 48h;
DOI:10.1021/jo005541l

Reference yield:

: 321133-39-5
(-)-2-azabicyclo[3.1.0]hex-3-ene-2,6-dicarboxylic acid 2-tert-butyl ester 6-methyl ester

: 321133-43-1
(1S,2S,3R)-N-tert-butoxycarbonyl-3-aminocyclopropane-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: 79 percent / dimethyl sulfide / CH₂Cl₂ / 12 h / 20 °C

2.1: 96 percent / NaClO₂; H₂O₂; KH₂PO₄ / acetonitrile; H₂O / 2 h / 0 °C

3.1: 87 percent / 2-(diethylamino)ethylamine / acetonitrile / 24 h / 20 °C

4.1: 96 percent / NaHCO₃ / dimethylformamide / 48 h / 20 °C

With sodium chlorite; potassium dihydrogenphosphate; dihydrogen peroxide; sodium hydrogencarbonate; ozone; N,N-diethylethylenediamine; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo005541l

Reference yield:

: 193765-44-5
(1S,2S,3S)-N-tert-butoxycarbonyl-N-formyl-2-formyl-3-aminocyclopropanecarboxylic acid methyl ester

: 321133-43-1
(1S,2S,3R)-N-tert-butoxycarbonyl-3-aminocyclopropane-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / NaClO₂; H₂O₂; KH₂PO₄ / acetonitrile; H₂O / 2 h / 0 °C

2: 87 percent / 2-(diethylamino)ethylamine / acetonitrile / 24 h / 20 °C

3: 96 percent / NaHCO₃ / dimethylformamide / 48 h / 20 °C

With sodium chlorite; potassium dihydrogenphosphate; dihydrogen peroxide; sodium hydrogencarbonate; N,N-diethylethylenediamine; In water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo005541l