2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-3,6-diazabicyclo[3.1.0]hexane-3,6-dicarboxylic acid 6-benzyl ester 3-tert-butyl ester

Base Information

Chemical Name:2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-3,6-diazabicyclo[3.1.0]hexane-3,6-dicarboxylic acid 6-benzyl ester 3-tert-butyl ester
CAS No.:792922-95-3
Molecular Formula:C₃₁H₄₀N₂O₈
Molecular Weight:568.667
Hs Code.:

2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-3,6-diazabicyclo[3.1.0]hexane-3,6-dicarboxylic acid 6-benzyl ester 3-tert-butyl ester

Synonyms:2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-3,6-diazabicyclo[3.1.0]hexane-3,6-dicarboxylic acid 6-benzyl ester 3-tert-butyl ester

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Chemical Property of 2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-3,6-diazabicyclo[3.1.0]hexane-3,6-dicarboxylic acid 6-benzyl ester 3-tert-butyl ester

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Technology Process of 2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-3,6-diazabicyclo[3.1.0]hexane-3,6-dicarboxylic acid 6-benzyl ester 3-tert-butyl ester

There total 12 articles about 2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-3,6-diazabicyclo[3.1.0]hexane-3,6-dicarboxylic acid 6-benzyl ester 3-tert-butyl 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: 79.0%

: 792922-94-2
3-benzyloxycarbonylamino-2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester

: 792922-95-3
2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-3,6-diazabicyclo[3.1.0]hexane-3,6-dicarboxylic acid 6-benzyl ester 3-tert-butyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1021/jo048924i

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 792922-95-3
2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-3,6-diazabicyclo[3.1.0]hexane-3,6-dicarboxylic acid 6-benzyl ester 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2.35 g / Et₃N / CH₂Cl₂ / 3 h / 25 °C

2.1: aq. NaOH; t-BuOCl; (DHQD)2AQN / K₂OsO₄*2H₂O / propan-1-ol / 6 h / 0 °C

3.1: 112.0 g / (NH₄)3Ce(NO₃)6 / acetonitrile; H₂O / 0.08 h / 25 °C

4.1: 67 percent / i-Bu₂AlH / tetrahydrofuran / 14 h / -78 °C

5.1: SmI₂; n-Bu₃SnCl / Pd(PPh₃)4 / tetrahydrofuran / 12 h / 25 °C

5.2: 838.0 mg / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -78 °C

6.1: 79 percent / diisopropyl azodicarboxylate; PPh₃ / tetrahydrofuran / 1 h / 25 °C

With sodium hydroxide; samarium diiodide; hydroquinidine anthraquinone-1,4-diyl diether; tert-butylhypochlorite; di-isopropyl azodicarboxylate; (NH₄)3Ce(NO₃)6; tributyltin chloride; diisobutylaluminium hydride; triethylamine; triphenylphosphine; potassium osmate(VI); tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; propan-1-ol; dichloromethane; water; acetonitrile; 2.1: Sharpless asymmetric aminohydroxylation;
DOI:10.1021/jo048924i

Reference yield:

: 7149-92-0
2,4-dimethoxy-3-methylbenzaldehyde

: 792922-95-3
2-[1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)allyl]-3,6-diazabicyclo[3.1.0]hexane-3,6-dicarboxylic acid 6-benzyl ester 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: m-CPBA / CH₂Cl₂ / 3 h / 0 °C

1.2: 87 percent / KOH / methanol / 1 h / 0 °C

2.1: NaH / tetrahydrofuran; dimethylformamide / 1 h / 25 °C

2.2: 89 percent / tetrahydrofuran; dimethylformamide / 1 h / 25 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C

3.2: 86 percent / tetrahydrofuran; hexane / 0 - 25 °C

4.1: 89 percent / Et₃N; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

5.1: SmI₂; n-Bu₃SnCl / Pd(PPh₃)4 / tetrahydrofuran / 12 h / 25 °C

5.2: 838.0 mg / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -78 °C

6.1: 79 percent / diisopropyl azodicarboxylate; PPh₃ / tetrahydrofuran / 1 h / 25 °C

With dmap; n-butyllithium; samarium diiodide; di-isopropyl azodicarboxylate; tributyltin chloride; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Baeyer-Villiger oxidation;
DOI:10.1021/jo048924i