4-O-methyl-10-O-p-nitrobenzoyl-7-O-(2,3,4,6-tetradeoxy-3,4-bis(trifluoroacetamido)-α-L-lyxo-hexopyranosyl)-β-rhodomycinone

Base Information

Chemical Name:4-O-methyl-10-O-p-nitrobenzoyl-7-O-(2,3,4,6-tetradeoxy-3,4-bis(trifluoroacetamido)-α-L-lyxo-hexopyranosyl)-β-rhodomycinone
CAS No.:131926-63-1
Molecular Formula:C₃₈H₃₃F₆N₃O₁₄
Molecular Weight:869.682
Hs Code.:

Synonyms:4-O-methyl-10-O-p-nitrobenzoyl-7-O-(2,3,4,6-tetradeoxy-3,4-bis(trifluoroacetamido)-α-L-lyxo-hexopyranosyl)-β-rhodomycinone

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Chemical Property of 4-O-methyl-10-O-p-nitrobenzoyl-7-O-(2,3,4,6-tetradeoxy-3,4-bis(trifluoroacetamido)-α-L-lyxo-hexopyranosyl)-β-rhodomycinone

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Technology Process of 4-O-methyl-10-O-p-nitrobenzoyl-7-O-(2,3,4,6-tetradeoxy-3,4-bis(trifluoroacetamido)-α-L-lyxo-hexopyranosyl)-β-rhodomycinone

There total 10 articles about 4-O-methyl-10-O-p-nitrobenzoyl-7-O-(2,3,4,6-tetradeoxy-3,4-bis(trifluoroacetamido)-α-L-lyxo-hexopyranosyl)-β-rhodomycinone 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: 84.0%

: 129554-78-5
4-O-methyl-10-O-p-nitrobenzoyl-β-rhodomycinone

: 132087-96-8
2,3,4,6-tetradeoxy-1-O-p-nitrobenzoyl-3,4-bis(trifluoroacetamido)-β-L-lyxo-hexopyranose

: 131926-63-1
4-O-methyl-10-O-p-nitrobenzoyl-7-O-(2,3,4,6-tetradeoxy-3,4-bis(trifluoroacetamido)-α-L-lyxo-hexopyranosyl)-β-rhodomycinone

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In tetrahydrofuran; dichloromethane; at -30 ℃; for 4h;
DOI:10.1016/0008-6215(90)80086-I

Reference yield: 62.0%

: 129554-78-5
4-O-methyl-10-O-p-nitrobenzoyl-β-rhodomycinone

: 132087-96-8
2,3,4,6-tetradeoxy-1-O-p-nitrobenzoyl-3,4-bis(trifluoroacetamido)-β-L-lyxo-hexopyranose

: 132087-97-9
4-O-methyl-10-O-p-nitrobenzoyl-7,9-di-O-<2,3,4,6-tetradeoxy-3,4-bis(trifluoroacetamido)-α-L-lyxo-hexopyranosyl>-β-rhodomycinone

: 131926-63-1
4-O-methyl-10-O-p-nitrobenzoyl-7-O-(2,3,4,6-tetradeoxy-3,4-bis(trifluoroacetamido)-α-L-lyxo-hexopyranosyl)-β-rhodomycinone

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -30 ℃; for 4h;
DOI:10.1016/0008-6215(90)80086-I

Reference yield:

: 114413-02-4
benzyl 3-azido-2,3,6-trideoxy-α-L-arabino-hexopyranoside

: 131926-63-1
4-O-methyl-10-O-p-nitrobenzoyl-7-O-(2,3,4,6-tetradeoxy-3,4-bis(trifluoroacetamido)-α-L-lyxo-hexopyranosyl)-β-rhodomycinone

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

2: ammonia / CHCl₃ / 1) r.t., 2 h, 2) 60 deg C, 9 h

3: hydrogen, triethylamine / 10percent Pd-C / ethanol / 8 h / 760 Torr / Ambient temperature

4: 68.36 percent / triethylamine / CH₂Cl₂ / 16 h / 4 °C

5: 85.5 percent / H₂ / 10percent Pd-C / methanol / 24 h / 760 Torr / Ambient temperature; pH 4, aq. 30percent trifluoroacetic acid

6: 62.8 percent / triethylamine / CH₂Cl₂ / 1.5 h / 0 °C

7: 84 percent / molecular sieve 4 Angstroem, trimethylsilyltrifluoromethanesulfonate / CH₂Cl₂; tetrahydrofuran / 4 h / -30 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; ammonia; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform;
DOI:10.1016/0008-6215(90)80086-I