N-(benzyloxycarbonyl)-δ-succinimidyl<α-2H>aminoadipic acid methyl ester

Base Information

Chemical Name:N-(benzyloxycarbonyl)-δ-succinimidyl<α-2H>aminoadipic acid methyl ester
CAS No.:110850-86-7
Molecular Formula:C₁₉H₂₂N₂O₈
Molecular Weight:407.384
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-δ-succinimidyl<α-2H>aminoadipic acid methyl ester

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Chemical Property of N-(benzyloxycarbonyl)-δ-succinimidyl<α-2H>aminoadipic acid methyl ester

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Technology Process of N-(benzyloxycarbonyl)-δ-succinimidyl<α-2H>aminoadipic acid methyl ester

There total 8 articles about N-(benzyloxycarbonyl)-δ-succinimidyl<α-2H>aminoadipic 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: 89.0%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 110850-85-6
N-(benzyloxycarbonyl)<α-2H>aminoadipic acid methyl ester

: 110850-86-7
N-(benzyloxycarbonyl)-δ-succinimidyl<α-2H>aminoadipic acid methyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In tetrahydrofuran; for 16h; Ambient temperature;
DOI:10.1021/jo00233a007

Reference yield:

: 542-32-5
(R,S)-2-aminoadipic acid

: 110850-86-7
N-(benzyloxycarbonyl)-δ-succinimidyl<α-2H>aminoadipic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / sodium carbonate monohydrate / H₂O / 24 h / Ambient temperature

2: D₂O, Na₂CO₃, acetic anhydride / 48 h / 50 °C

3: 70 percent / 2 N NH₄OH / H₂O / 20 h / 37 °C / porcine kidney acylase

4: 75 percent / sodium bicarbonate / H₂O / 1.) 0 deg C, 4 h, 2.) RT, 8 h

5: 100 percent / acetic anhydride / 1 h / 50 °C

6: 57 percent / dicyclohexylamine (DCHA) / diethyl ether / 24 h

7: 89 percent / N,N'-dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 16 h / Ambient temperature

With ammonium hydroxide; water-d2; acetic anhydride; sodium hydrogencarbonate; sodium carbonate; N-cyclohexyl-cyclohexanamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; water;
DOI:10.1021/jo00233a007

Reference yield:

: 110850-82-3
L-<α-2H>aminoadipic acid

: 110850-86-7
N-(benzyloxycarbonyl)-δ-succinimidyl<α-2H>aminoadipic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / sodium bicarbonate / H₂O / 1.) 0 deg C, 4 h, 2.) RT, 8 h

2: 100 percent / acetic anhydride / 1 h / 50 °C

3: 57 percent / dicyclohexylamine (DCHA) / diethyl ether / 24 h

4: 89 percent / N,N'-dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 16 h / Ambient temperature

With acetic anhydride; sodium hydrogencarbonate; N-cyclohexyl-cyclohexanamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; water;
DOI:10.1021/jo00233a007