N-(fluorenyl-9-methoxycarbonyl)-L-(p-sulfomethyl)phenylalanyl-L-(4-O-benzyl)-aspartic acid α-tert-butyl ester

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Chemical Name:N-(fluorenyl-9-methoxycarbonyl)-L-(p-sulfomethyl)phenylalanyl-L-(4-O-benzyl)-aspartic acid α-tert-butyl ester
CAS No.:945245-54-5
Molecular Formula:C₄₀H₄₂N₂O₁₀S
Molecular Weight:742.847
Hs Code.:

Synonyms:N-(fluorenyl-9-methoxycarbonyl)-L-(p-sulfomethyl)phenylalanyl-L-(4-O-benzyl)-aspartic acid α-tert-butyl ester

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Chemical Property of N-(fluorenyl-9-methoxycarbonyl)-L-(p-sulfomethyl)phenylalanyl-L-(4-O-benzyl)-aspartic acid α-tert-butyl ester

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Technology Process of N-(fluorenyl-9-methoxycarbonyl)-L-(p-sulfomethyl)phenylalanyl-L-(4-O-benzyl)-aspartic acid α-tert-butyl ester

There total 19 articles about N-(fluorenyl-9-methoxycarbonyl)-L-(p-sulfomethyl)phenylalanyl-L-(4-O-benzyl)-aspartic acid α-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: 94.0%

: 206060-45-9
N-(fluorenyl-9-methoxycarbonyl)-L-(p-sulfomethyl)phenylalanine

: 94347-11-2
4-benzyl 1-t-butyl L-aspartate

: 945245-54-5
N-(fluorenyl-9-methoxycarbonyl)-L-(p-sulfomethyl)phenylalanyl-L-(4-O-benzyl)-aspartic acid α-tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1016/j.tet.2007.03.028

Reference yield:

: 298693-92-2
N-(fluorenyl-9-methoxycarbonyl)-L-O-trifluoromethylsulfonyl-tyrosine methyl ester

: 945245-54-5
N-(fluorenyl-9-methoxycarbonyl)-L-(p-sulfomethyl)phenylalanyl-L-(4-O-benzyl)-aspartic acid α-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1,3-bis-(diphenylphosphino)-propane; triethylamine / Pd(OAc)2 / dimethylformamide / 0.17 h

1.2: 40 percent / trioctylsilane / dimethylformamide / 12 h / 70 °C

2.1: 72 percent / sodium borohydride / CH₂Cl₂; methanol / 0.67 h / 20 °C

3.1: 83 percent / triphenylphosphine; N-bromo-succinimide / tetrahydrofuran / 0 - 20 °C

4.1: 100 percent / sodium sulfite; H₂O / dioxane / 1 h / 100 °C

5.1: 76 percent / subtilisin; aq. NaOH / aq. phosphate buffer / 4 h / 20 °C

6.1: 94 percent / ethyldiisopropylamine; benzotriazol-1-yloxy-tris-pyrrolidinodiphosphonium PF₆ / dimethylformamide / 4 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; water; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium sulfite; subtilisin; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; phosphate buffer; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2007.03.028

Reference yield:

: 112766-18-4
methyl N-(tert-butoxycarbonyl)-O-[(trifluoromethyl)sulfonyl]-L-tyrosinate

: 945245-54-5
N-(fluorenyl-9-methoxycarbonyl)-L-(p-sulfomethyl)phenylalanyl-L-(4-O-benzyl)-aspartic acid α-tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 58 percent / triphenylphosphine; zinc / bis(triphenylphosphine)nickel bromide / acetonitrile / 1.5 h / 65 °C

2.1: aq. ammonia; hydrogen / Raney nickel / methanol / 3 h / pH 9

3.1: aq. HCl; sodium nitrite / dioxane / 1.5 h / pH 3 / Heating

3.2: 618 mg / aq. NaHCO₃ / dioxane

4.1: 74 percent / triphenylphosphine; N-bromosuccinimide / tetrahydrofuran / 0 - 20 °C

5.1: 83 percent / sodium sulfite; H₂O / dioxane / 1 h / Heating

6.1: aq. sodium carbonate / acetonitrile / 16 h / 20 °C

7.1: CH₂Cl₂; H₂O / 2 h / 20 °C

8.1: 100.0 mg / triethylamine / H₂O; acetonitrile / 0.5 h / 20 °C / pH 8.5 - 9.0

9.1: 94 percent / ethyldiisopropylamine; benzotriazol-1-yloxy-tris-pyrrolidinodiphosphonium PF₆ / dimethylformamide / 4 h / 20 °C

With hydrogenchloride; ammonium hydroxide; N-Bromosuccinimide; water; hydrogen; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium sulfite; zinc; sodium nitrite; nickel; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2007.03.028