3,4-anhydro-8-O-benzoyl-2-deoxy-6,7-O-isopropylidene-5-O-trichloroacetamido-D-glycero-D-gulo-octose propane-1,3-diyl acetal

Base Information

Chemical Name:3,4-anhydro-8-O-benzoyl-2-deoxy-6,7-O-isopropylidene-5-O-trichloroacetamido-D-glycero-D-gulo-octose propane-1,3-diyl acetal
CAS No.:136962-72-6
Molecular Formula:C₂₃H₂₈Cl₃NO₈
Molecular Weight:552.836
Hs Code.:

Synonyms:3,4-anhydro-8-O-benzoyl-2-deoxy-6,7-O-isopropylidene-5-O-trichloroacetamido-D-glycero-D-gulo-octose propane-1,3-diyl acetal

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Chemical Property of 3,4-anhydro-8-O-benzoyl-2-deoxy-6,7-O-isopropylidene-5-O-trichloroacetamido-D-glycero-D-gulo-octose propane-1,3-diyl acetal

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Technology Process of 3,4-anhydro-8-O-benzoyl-2-deoxy-6,7-O-isopropylidene-5-O-trichloroacetamido-D-glycero-D-gulo-octose propane-1,3-diyl acetal

There total 6 articles about 3,4-anhydro-8-O-benzoyl-2-deoxy-6,7-O-isopropylidene-5-O-trichloroacetamido-D-glycero-D-gulo-octose propane-1,3-diyl acetal 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: 86.0%

: 136933-13-6
3,4-anhydro-8-O-benzoyl-2-deoxy-6,7-O-isopropylidene-D-glycero-D-gulo-octose propane-1,3-diyl acetal

: 545-06-2
trichloroacetonitrile

: 136962-72-6
3,4-anhydro-8-O-benzoyl-2-deoxy-6,7-O-isopropylidene-5-O-trichloroacetamido-D-glycero-D-gulo-octose propane-1,3-diyl acetal

Guidance literature:: With potassium hydride; In dichloromethane; for 10h;
DOI:10.1016/0008-6215(92)84183-S

Reference yield:

: 69891-92-5
2-(1,3-dioxan-2-yl)ethyltriphenylphosphonium bromide

: 136962-72-6
3,4-anhydro-8-O-benzoyl-2-deoxy-6,7-O-isopropylidene-5-O-trichloroacetamido-D-glycero-D-gulo-octose propane-1,3-diyl acetal

Guidance literature:: Multi-step reaction with 4 steps

1: 1) KOtBu / 1) THF, r.t., 30 min, 2) 10 min

2: 94 percent / acetonitrile / 2 h / -20 °C

3: 84 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 12.3 h / 0 °C

4: 86 percent / KH / CH₂Cl₂ / 10 h

With potassium tert-butylate; potassium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(92)84183-S

Reference yield:

: 58645-35-5,58645-40-2,144216-75-1
3,4-O-isopropylidene-D-arabinopyranose

: 136962-72-6
3,4-anhydro-8-O-benzoyl-2-deoxy-6,7-O-isopropylidene-5-O-trichloroacetamido-D-glycero-D-gulo-octose propane-1,3-diyl acetal

Guidance literature:: Multi-step reaction with 4 steps

1: 1) KOtBu / 1) THF, r.t., 30 min, 2) 10 min

2: 94 percent / acetonitrile / 2 h / -20 °C

3: 84 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 12.3 h / 0 °C

4: 86 percent / KH / CH₂Cl₂ / 10 h

With potassium tert-butylate; potassium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(92)84183-S