1,6-anhydro-4-deoxy-3-C,4-N-(propane-1,3-diyl)-2-O-tosyl-4-tosylamino-β-D-gulopyranose

Base Information

Chemical Name:1,6-anhydro-4-deoxy-3-C,4-N-(propane-1,3-diyl)-2-O-tosyl-4-tosylamino-β-D-gulopyranose
CAS No.:916676-61-4
Molecular Formula:C₂₃H₂₇NO₈S₂
Molecular Weight:509.601
Hs Code.:

Synonyms:1,6-anhydro-4-deoxy-3-C,4-N-(propane-1,3-diyl)-2-O-tosyl-4-tosylamino-β-D-gulopyranose

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Chemical Property of 1,6-anhydro-4-deoxy-3-C,4-N-(propane-1,3-diyl)-2-O-tosyl-4-tosylamino-β-D-gulopyranose

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Technology Process of 1,6-anhydro-4-deoxy-3-C,4-N-(propane-1,3-diyl)-2-O-tosyl-4-tosylamino-β-D-gulopyranose

There total 5 articles about 1,6-anhydro-4-deoxy-3-C,4-N-(propane-1,3-diyl)-2-O-tosyl-4-tosylamino-β-D-gulopyranose 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: 69.0%

: 916676-60-3
1,6-anhydro-2,4-di-O-tosyl-3-C-[3-(tosylamino)propyl]-β-D-allopyranose

: 916676-61-4
1,6-anhydro-4-deoxy-3-C,4-N-(propane-1,3-diyl)-2-O-tosyl-4-tosylamino-β-D-gulopyranose

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 10h;
DOI:10.1135/cccc20051429

Reference yield:

: 916676-55-6
3-C-allyl-1,6-anhydro-2,4-di-O-tosyl-β-D-allopyranose

: 916676-61-4
1,6-anhydro-4-deoxy-3-C,4-N-(propane-1,3-diyl)-2-O-tosyl-4-tosylamino-β-D-gulopyranose

Guidance literature:: Multi-step reaction with 5 steps

1.1: BH₃ / tetrahydrofuran / 1 h / 20 °C

1.2: 77 percent / H₂O₂; aq. NaOH / tetrahydrofuran / 1 h / 20 °C

2.1: 95 percent / Ph₃P; diisopropyl diazenedicarboxylate; HN₃ / tetrahydrofuran; benzene / 1 h / 20 °C

3.1: 73 percent / H₂ / Pd/C / CHCl₃; methanol; acetic acid / 48 h / 20 °C

4.1: 71 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

5.1: 69 percent / K₂CO₃ / dimethylformamide / 10 h / 110 °C

With tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; borane; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetic acid; N,N-dimethyl-formamide; benzene; 2.1: Mitsunobu reaction;
DOI:10.1135/cccc20051429

Reference yield:

: 916676-58-9
1,6-anhydro-3-C-(3-azidopropyl)-2,4-di-O-tosyl-β-D-allopyranose

: 916676-61-4
1,6-anhydro-4-deoxy-3-C,4-N-(propane-1,3-diyl)-2-O-tosyl-4-tosylamino-β-D-gulopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / H₂ / Pd/C / CHCl₃; methanol; acetic acid / 48 h / 20 °C

2: 71 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

3: 69 percent / K₂CO₃ / dimethylformamide / 10 h / 110 °C

With hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; chloroform; acetic acid; N,N-dimethyl-formamide;
DOI:10.1135/cccc20051429