N-9-fuorenylmethoxycarbonyl-(2S)-prolyl-(2S,4S)-4-methylprolyl-glycine benzyl ester

Base Information

Chemical Name:N-9-fuorenylmethoxycarbonyl-(2S)-prolyl-(2S,4S)-4-methylprolyl-glycine benzyl ester
CAS No.:901139-37-5
Molecular Formula:C₃₅H₃₇N₃O₆
Molecular Weight:595.695
Hs Code.:

Synonyms:N-9-fuorenylmethoxycarbonyl-(2S)-prolyl-(2S,4S)-4-methylprolyl-glycine benzyl ester

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Chemical Property of N-9-fuorenylmethoxycarbonyl-(2S)-prolyl-(2S,4S)-4-methylprolyl-glycine benzyl ester

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Technology Process of N-9-fuorenylmethoxycarbonyl-(2S)-prolyl-(2S,4S)-4-methylprolyl-glycine benzyl ester

There total 6 articles about N-9-fuorenylmethoxycarbonyl-(2S)-prolyl-(2S,4S)-4-methylprolyl-glycine benzyl 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:

: (S)-2-tert-butyldimethylsilyloxymethyl-N-tert-butyloxycarbonyl-4-methylenepyrrolidine

: 901139-37-5
N-9-fuorenylmethoxycarbonyl-(2S)-prolyl-(2S,4S)-4-methylprolyl-glycine benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen / Raney-nickel / methanol

1.2: TBAF / tetrahydrofuran

2.1: 94 percent / NaClO₂; NaOCl; TEMPO / aq. phosphate buffer; acetonitrile / 18 h / 40 °C

3.1: 84 percent / PyBOP; DIEA / CH₂Cl₂ / 27 h

4.1: HCl / dioxane / 2.5 h

5.1: 800 mg / DIEA / dimethylformamide / 48 h

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; nickel; In 1,4-dioxane; methanol; phosphate buffer; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja061793d

Reference yield:

: C₁₅H₂₀N₂O₃*ClH

: 125281-38-1,86060-90-4
Fmoc-L-proline pentafluorophenyl ester

: 901139-37-5
N-9-fuorenylmethoxycarbonyl-(2S)-prolyl-(2S,4S)-4-methylprolyl-glycine benzyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 48h;

Reference yield:

: 364750-81-2,871727-77-4
N-tert-Butyloxycarbonyl-(2S,4S)-4-methylproline

: 901139-37-5
N-9-fuorenylmethoxycarbonyl-(2S)-prolyl-(2S,4S)-4-methylprolyl-glycine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / PyBOP; DIEA / CH₂Cl₂ / 27 h

2: HCl / dioxane / 2.5 h

3: 800 mg / DIEA / dimethylformamide / 48 h

With hydrogenchloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja061793d