N-[3,4,6-tri-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl]-carbamoyl-L-tert-leucinyl-benzylamide

Base Information

Chemical Name:N-[3,4,6-tri-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl]-carbamoyl-L-tert-leucinyl-benzylamide
CAS No.:1009643-30-4
Molecular Formula:C₃₀H₄₂N₄O₁₁
Molecular Weight:634.684
Hs Code.:

Synonyms:N-[3,4,6-tri-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl]-carbamoyl-L-tert-leucinyl-benzylamide

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Chemical Property of N-[3,4,6-tri-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl]-carbamoyl-L-tert-leucinyl-benzylamide

Chemical Property:

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Technology Process of N-[3,4,6-tri-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl]-carbamoyl-L-tert-leucinyl-benzylamide

There total 3 articles about N-[3,4,6-tri-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl]-carbamoyl-L-tert-leucinyl-benzylamide 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%

: 124-38-9,18923-20-1
carbon dioxide

: 189388-11-2
3,4,6-tetra-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl azide

: 207121-91-3
(S)-N-benzyl 2-amino-3,3-dimethylbutanamide

: 1009643-30-4
N-[3,4,6-tri-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl]-carbamoyl-L-tert-leucinyl-benzylamide

Guidance literature:: With triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃; for 7h;
DOI:10.1002/adsc.200600370

Reference yield:

: 1,3,4,6-tetra-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranose

: 1009643-30-4
N-[3,4,6-tri-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl]-carbamoyl-L-tert-leucinyl-benzylamide

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / trimethylsilyl azide; SnCl₄ / CH₂Cl₂ / 4 h / 20 °C

2: 94 percent / PPh₃ / dimethylformamide / 7 h / 20 °C

With trimethylsilylazide; tin(IV) chloride; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; 2: Staudinger-aza-Wittig reaction;
DOI:10.1002/adsc.200600370

Reference yield:

: 5432-46-2,10034-19-2,10034-20-5,34948-62-4,110253-00-4,1191127-63-5
1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride

: 1009643-30-4
N-[3,4,6-tri-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl]-carbamoyl-L-tert-leucinyl-benzylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / NaHCO₃ / H₂O; CHCl₃ / 4 h / 20 °C

2: 85 percent / trimethylsilyl azide; SnCl₄ / CH₂Cl₂ / 4 h / 20 °C

3: 94 percent / PPh₃ / dimethylformamide / 7 h / 20 °C

With trimethylsilylazide; tin(IV) chloride; sodium hydrogencarbonate; triphenylphosphine; In dichloromethane; chloroform; water; N,N-dimethyl-formamide; 3: Staudinger-aza-Wittig reaction;
DOI:10.1002/adsc.200600370