tert-butyl N-{(2S)-2-hydroxy-1-oxo-3-[3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)ureido]propyl}phenylalaninate

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Chemical Name:tert-butyl N-{(2S)-2-hydroxy-1-oxo-3-[3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)ureido]propyl}phenylalaninate
CAS No.:573980-70-8
Molecular Formula:C₃₁H₄₃N₃O₁₄
Molecular Weight:681.694
Hs Code.:

Synonyms:tert-butyl N-{(2S)-2-hydroxy-1-oxo-3-[3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)ureido]propyl}phenylalaninate

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Chemical Property of tert-butyl N-{(2S)-2-hydroxy-1-oxo-3-[3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)ureido]propyl}phenylalaninate

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Technology Process of tert-butyl N-{(2S)-2-hydroxy-1-oxo-3-[3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)ureido]propyl}phenylalaninate

There total 3 articles about tert-butyl N-{(2S)-2-hydroxy-1-oxo-3-[3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)ureido]propyl}phenylalaninate 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: 83.0%

: 15100-75-1,75898-47-4
L-phenylalanine tert-butyl ester hydrochloride

: 573980-66-2
1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)urea

: 573980-70-8
tert-butyl N-{(2S)-2-hydroxy-1-oxo-3-[3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)ureido]propyl}phenylalaninate

Guidance literature:: With N-ethylmorpholine;; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1007/s00706-004-0248-9

Reference yield: 83.0%

: 15100-75-1,75898-47-4
L-phenylalanine tert-butyl ester hydrochloride

: Acetic acid (3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-((S)-5-oxo-2,2-bis-trifluoromethyl-[1,3]dioxolan-4-ylmethyl)-ureido]-tetrahydro-pyran-3-yl ester

: 573980-70-8
tert-butyl N-{(2S)-2-hydroxy-1-oxo-3-[3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)ureido]propyl}phenylalaninate

Guidance literature:: With N-Ethylmaleimide; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)00896-7

Reference yield:

: 41355-50-4
1-amino-2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl

: 573980-70-8
tert-butyl N-{(2S)-2-hydroxy-1-oxo-3-[3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)ureido]propyl}phenylalaninate

Guidance literature:: Multi-step reaction with 2 steps

1: CH₂Cl₂ / 18 h / 4 °C

2: 83 percent / N-ethylmorpholine / dimethylformamide / 20 °C

With N-ethylmorpholine;; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1007/s00706-004-0248-9