N-(benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-glucopyranosiduronyl)-β-D-phenylalanine tert-butyl ester

Base Information

Chemical Name:N-(benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-glucopyranosiduronyl)-β-D-phenylalanine tert-butyl ester
CAS No.:430474-89-8
Molecular Formula:C₃₄H₄₀N₂O₉
Molecular Weight:620.7
Hs Code.:

Synonyms:N-(benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-glucopyranosiduronyl)-β-D-phenylalanine tert-butyl ester

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Chemical Property of N-(benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-glucopyranosiduronyl)-β-D-phenylalanine tert-butyl ester

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Technology Process of N-(benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-glucopyranosiduronyl)-β-D-phenylalanine tert-butyl ester

There total 5 articles about N-(benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-glucopyranosiduronyl)-β-D-phenylalanine 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: 40.0%

: 120686-18-2
(S)-3-amino-3-phenylpropionic acid tert-butyl ester

: 430474-82-1
benzyl 2-carbobenzyloxyamino-2-deoxy-D-glucopyranosiduronic acid

: 430474-89-8
N-(benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-glucopyranosiduronyl)-β-D-phenylalanine tert-butyl ester

: N-(benzyl 2-carbobenzyloxyamino-2-deoxy-β-D-galactopyranosiduronyl)-β-D-phenylalanine tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.7164/antibiotics.55.191

Reference yield:

: 3006-58-4,13030-01-8,42890-10-8,42973-23-9,77059-32-6,121785-09-9,7474-40-0
2-carbobenzyloxyamino-2-deoxy-D-glucopyranose

: 430474-89-8
N-(benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-glucopyranosiduronyl)-β-D-phenylalanine tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / acetyl chloride / 1 h / 80 °C

2: 84 percent / O₂; NaHCO₃ / Pt / H₂O / 5 h / 60 °C

3: 40 percent / 1-hydroxybenzotriazole; 1,3-dicyclohexylcarbodiimide / dimethylformamide / 18 h / 20 °C

With oxygen; sodium hydrogencarbonate; benzotriazol-1-ol; acetyl chloride; dicyclohexyl-carbodiimide; platinum; In water; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.55.191

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 430474-89-8
N-(benzyl 2-carbobenzyloxyamino-2-deoxy-α-D-glucopyranosiduronyl)-β-D-phenylalanine tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / NaHCO₃ / H₂O / 2 h / 20 °C

2: 89 percent / acetyl chloride / 1 h / 80 °C

3: 84 percent / O₂; NaHCO₃ / Pt / H₂O / 5 h / 60 °C

4: 40 percent / 1-hydroxybenzotriazole; 1,3-dicyclohexylcarbodiimide / dimethylformamide / 18 h / 20 °C

With oxygen; sodium hydrogencarbonate; benzotriazol-1-ol; acetyl chloride; dicyclohexyl-carbodiimide; platinum; In water; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.55.191