2-(tert-butyloxycarbonylamido)ethyl 6-deoxy-6-({p-[(α-D-mannosyloxy)methyl]benzoyl}[2-(methoxycarbonyl)ethyl]amino)-β-D-glucopyranoside

Base Information

Chemical Name:2-(tert-butyloxycarbonylamido)ethyl 6-deoxy-6-({p-[(α-D-mannosyloxy)methyl]benzoyl}[2-(methoxycarbonyl)ethyl]amino)-β-D-glucopyranoside
CAS No.:409098-27-7
Molecular Formula:C₃₁H₄₈N₂O₁₆
Molecular Weight:704.726
Hs Code.:

Synonyms:2-(tert-butyloxycarbonylamido)ethyl 6-deoxy-6-({p-[(α-D-mannosyloxy)methyl]benzoyl}[2-(methoxycarbonyl)ethyl]amino)-β-D-glucopyranoside

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Chemical Property of 2-(tert-butyloxycarbonylamido)ethyl 6-deoxy-6-({p-[(α-D-mannosyloxy)methyl]benzoyl}[2-(methoxycarbonyl)ethyl]amino)-β-D-glucopyranoside

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Technology Process of 2-(tert-butyloxycarbonylamido)ethyl 6-deoxy-6-({p-[(α-D-mannosyloxy)methyl]benzoyl}[2-(methoxycarbonyl)ethyl]amino)-β-D-glucopyranoside

There total 11 articles about 2-(tert-butyloxycarbonylamido)ethyl 6-deoxy-6-({p-[(α-D-mannosyloxy)methyl]benzoyl}[2-(methoxycarbonyl)ethyl]amino)-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: 79.0%

: 211677-35-9
p-carboxybenzyl α-D-mannopyranoside

: 409098-26-6
2-(tert-butyloxycarbonylamido)ethyl 6-deoxy-6-{[2-(methoxycarbonyl)ethyl]amino}-β-D-galactopyranoside

: 409098-27-7
2-(tert-butyloxycarbonylamido)ethyl 6-deoxy-6-({p-[(α-D-mannosyloxy)methyl]benzoyl}[2-(methoxycarbonyl)ethyl]amino)-β-D-glucopyranoside

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 45 ℃; for 6h;
DOI:10.1002/1099-0690(20021)2002:1<79::AID-EJOC79>3.0.CO;2-1

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 409098-27-7
2-(tert-butyloxycarbonylamido)ethyl 6-deoxy-6-({p-[(α-D-mannosyloxy)methyl]benzoyl}[2-(methoxycarbonyl)ethyl]amino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 3.80 g / ethyl acetate / 20 °C

2: 96 percent / NaOMe / methanol / 1 h / 20 °C

3: 64 percent / pyridine / 0 - 20 °C

4: 97 percent / pyridine / 12 h / 4 °C

5: 72 percent / NaN₃ / dimethylformamide / 24 h / 80 °C

6: 98 percent / NaOMe / methanol / 1 h / 20 °C

7: H₂ / 10 percent Pd-C / methanol / 10 h / 20 °C

8: 0.60 g / methanol / 18 h / 40 °C

9: 79 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*PF₆; i-Pr₂NEt / dimethylformamide / 6 h / 45 °C

With pyridine; sodium azide; hydrogen; sodium methylate; N-ethyl-N,N-diisopropylamine; HATU; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; 8: Michael addition;
DOI:10.1002/1099-0690(20021)2002:1<79::AID-EJOC79>3.0.CO;2-1

Reference yield:

: 139888-80-5
2-azidoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

: 409098-27-7
2-(tert-butyloxycarbonylamido)ethyl 6-deoxy-6-({p-[(α-D-mannosyloxy)methyl]benzoyl}[2-(methoxycarbonyl)ethyl]amino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: H₂ / 10 percent Pd-C / ethyl acetate / 6 h / 20 °C

2: 3.80 g / ethyl acetate / 20 °C

3: 96 percent / NaOMe / methanol / 1 h / 20 °C

4: 64 percent / pyridine / 0 - 20 °C

5: 97 percent / pyridine / 12 h / 4 °C

6: 72 percent / NaN₃ / dimethylformamide / 24 h / 80 °C

7: 98 percent / NaOMe / methanol / 1 h / 20 °C

8: H₂ / 10 percent Pd-C / methanol / 10 h / 20 °C

9: 0.60 g / methanol / 18 h / 40 °C

10: 79 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*PF₆; i-Pr₂NEt / dimethylformamide / 6 h / 45 °C

With pyridine; sodium azide; hydrogen; sodium methylate; N-ethyl-N,N-diisopropylamine; HATU; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; 9: Michael addition;
DOI:10.1002/1099-0690(20021)2002:1<79::AID-EJOC79>3.0.CO;2-1