N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester

Base Information

Chemical Name:N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester
CAS No.:110473-18-2
Molecular Formula:C₃₁H₃₆Cl₅N₃O₉
Molecular Weight:771.907
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester

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Chemical Property of N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester

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Technology Process of N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester

There total 5 articles about N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic 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: 86.0%

: 87-86-5,67471-28-7
Pentachlorophenol

: 110473-15-9
N-(benzyloxycarbonyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester

: 110473-18-2
N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; for 19h;
DOI:10.1021/jo00233a006

Reference yield:

: 35793-73-8
N-(tert-butyloxycarbonyl)-γ-benzyl-D-glutamic acid

: 110473-18-2
N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / ethanol; diethyl ether / 1 h / 0 °C

2: H₂ / 10percent Pd/C / methanol / 4 h / 760 Torr

3: 84 percent / N,N'-dicyclohexylcarbodiimide (DCC) / tetrahydrofuran; CH₂Cl₂ / 18 h

4: aq. sodium bicarbonate / tetrahydrofuran / 11 h

5: 86 percent / N,N'-dicyclohexylcarbodiimide (DCC) / tetrahydrofuran; CH₂Cl₂ / 19 h

With hydrogen; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo00233a006

Reference yield:

: 110473-10-4
N-Boc-D-Glu α-methyl ester

: 110473-18-2
N-(benzyloxycarbonyl)-α-(pentachlorophenyl)-D-lysyl-N'-(tert-butyloxycarbonyl)-D-glutamic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / 10percent Pd/C / methanol / 4 h / 760 Torr

2: 84 percent / N,N'-dicyclohexylcarbodiimide (DCC) / tetrahydrofuran; CH₂Cl₂ / 18 h

3: aq. sodium bicarbonate / tetrahydrofuran / 11 h

4: 86 percent / N,N'-dicyclohexylcarbodiimide (DCC) / tetrahydrofuran; CH₂Cl₂ / 19 h

With hydrogen; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00233a006