N-(t-butoxycarbonyl)glycyl-sarcosyl-L-proline p-nitrophenyl ester

Base Information

Chemical Name:N-(t-butoxycarbonyl)glycyl-sarcosyl-L-proline p-nitrophenyl ester
CAS No.:80957-35-3
Molecular Formula:C₃₂H₄₁N₅O₁₀S
Molecular Weight:687.771
Hs Code.:

N-(t-butoxycarbonyl)glycyl-<S-(p-methoxybenzyl)-L-cysteinyl>sarcosyl-L-proline p-nitrophenyl ester

Synonyms:N-(t-butoxycarbonyl)glycyl-sarcosyl-L-proline p-nitrophenyl ester

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Chemical Property of N-(t-butoxycarbonyl)glycyl-sarcosyl-L-proline p-nitrophenyl ester

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Technology Process of N-(t-butoxycarbonyl)glycyl-sarcosyl-L-proline p-nitrophenyl ester

There total 6 articles about N-(t-butoxycarbonyl)glycyl-sarcosyl-L-proline p-nitrophenyl 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: 92.8%

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 80957-34-2
N-(t-butoxycarbonyl)glycyl-sarcosyl-L-proline

: 80957-35-3
N-(t-butoxycarbonyl)glycyl-sarcosyl-L-proline p-nitrophenyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In chloroform; a) 0 deg C, 20 h, b) 5 deg C, 5 h;
DOI:10.1246/bcsj.55.3808

Reference yield:

: 80957-29-5
N-(t-butoxycarbonyl)sarcosyl-L-proline methyl ester

: 80957-35-3
N-(t-butoxycarbonyl)glycyl-sarcosyl-L-proline p-nitrophenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / HCl / ethyl acetate / 1 h / Ambient temperature

2: 84 percent / DCC / CHCl₃ / a) -5 deg C, 5 h, b) RT, overnight

3: 100 percent / HCl / ethyl acetate / 1 h / Ambient temperature

4: 73 percent / DCC / CHCl₃ / a) -5 deg C, 5 h, b) RT, overnight

5: 89 percent / NaOH / methanol / 1.5 h

6: 92.8 percent / DCC / CHCl₃ / a) 0 deg C, 20 h, b) 5 deg C, 5 h

With hydrogenchloride; sodium hydroxide; dicyclohexyl-carbodiimide; In methanol; chloroform; ethyl acetate;
DOI:10.1246/bcsj.55.3808

Reference yield:

: sarcosyl-L-proline methyl ester hydrochloride

: 80957-35-3
N-(t-butoxycarbonyl)glycyl-sarcosyl-L-proline p-nitrophenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / DCC / CHCl₃ / a) -5 deg C, 5 h, b) RT, overnight

2: 100 percent / HCl / ethyl acetate / 1 h / Ambient temperature

3: 73 percent / DCC / CHCl₃ / a) -5 deg C, 5 h, b) RT, overnight

4: 89 percent / NaOH / methanol / 1.5 h

5: 92.8 percent / DCC / CHCl₃ / a) 0 deg C, 20 h, b) 5 deg C, 5 h

With hydrogenchloride; sodium hydroxide; dicyclohexyl-carbodiimide; In methanol; chloroform; ethyl acetate;
DOI:10.1246/bcsj.55.3808