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

Base Information

Chemical Name:1,6-anhydro-2,4-di-O-tosyl-3-C-[3-(tosylamino)propyl]-β-D-allopyranose
CAS No.:916676-60-3
Molecular Formula:C₃₀H₃₅NO₁₁S₃
Molecular Weight:681.806
Hs Code.:

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

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Chemical Property of 1,6-anhydro-2,4-di-O-tosyl-3-C-[3-(tosylamino)propyl]-β-D-allopyranose

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Technology Process of 1,6-anhydro-2,4-di-O-tosyl-3-C-[3-(tosylamino)propyl]-β-D-allopyranose

There total 5 articles about 1,6-anhydro-2,4-di-O-tosyl-3-C-[3-(tosylamino)propyl]-β-D-allopyranose 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: 71.0%

: 916676-59-0
3-C-(3-aminopropyl)-1,6-anhydro-2,4-di-O-tosyl-β-D-allopyranose

: 98-59-9
p-toluenesulfonyl chloride

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

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1135/cccc20051429

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; borane; hydrogen; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetic acid; 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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; chloroform; acetic acid;
DOI:10.1135/cccc20051429