3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside

Base Information

• Chemical Name: 3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside
• CAS No.: 362599-33-5
• Molecular Formula: C₂₉H₄₅N₃O₁₄
• Molecular Weight: 659.688

Synonyms:3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside

Chemical Property of 3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside

There total 1 articles about 3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside 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:

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(3-benzyloxycarbonylamino-propoxy)-tetrahydro-pyran-4-yl ester → 3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside (362599-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / Et₃N; HBPyU / dimethylformamide / 20 °C

2: 77 percent / NaOMe / methanol / 20 °C

With sodium methylate; O-Benzotriazol-1-yl-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(01)00086-4

Reference yield: 34.0%

uridine 5'-diphospho-D-galactose (2956-16-3) + 3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside (362599-33-5) → 3-benzoxycarbonylaminopropyl β-D-galactopyranosyl-(1-4)-2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside

Guidance literature:

With benzenesulfonamide; manganese(ll) chloride; β(1-4)galactosyl-transferase; In dimethyl sulfoxide; at 37 ℃; for 144h; pH=7.0;

DOI:10.1016/S0968-0896(01)00086-4

Reference yield:

3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside (362599-33-5) → 3-benzoxycarbonylaminopropyl α-D-galactopyranosyl-(1-3)-β-D-galactopyranosyl-(1-4)-2-deoxy-2-(1-deoxy-1-tert-butoxycarbonylaminomethyl-β-D-galactohexopyranosyluronamide)-β-D-glucopyranoside

Guidance literature:

Multi-step reaction with 2 steps

1: 34 percent / BSA; MnCl2*4H2O; CIAP / β(1-4)galactosyl-transferase / dimethylsulfoxide / 144 h / 37 °C / pH 7.0

2: 92 percent / BSA; MnCl2*4H2O; CIAP / α(1-3)galactosyl-transferase / 24 h / 37 °C / pH 6.5

With benzenesulfonamide; manganese(ll) chloride; α(1-3)galactosyl-transferase; β(1-4)galactosyl-transferase; In dimethyl sulfoxide;

DOI:10.1016/S0968-0896(01)00086-4

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