3-hydroxypropyl 8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-4-trichloroacetamido-D-glycero-D-galacto-octonate

Base Information

Chemical Name:3-hydroxypropyl 8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-4-trichloroacetamido-D-glycero-D-galacto-octonate
CAS No.:136933-21-6
Molecular Formula:C₂₃H₃₀Cl₃NO₁₀
Molecular Weight:586.851
Hs Code.:

Synonyms:3-hydroxypropyl 8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-4-trichloroacetamido-D-glycero-D-galacto-octonate

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Chemical Property of 3-hydroxypropyl 8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-4-trichloroacetamido-D-glycero-D-galacto-octonate

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Technology Process of 3-hydroxypropyl 8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-4-trichloroacetamido-D-glycero-D-galacto-octonate

There total 9 articles about 3-hydroxypropyl 8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-4-trichloroacetamido-D-glycero-D-galacto-octonate 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: 76.0%

: 136933-18-1
8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-4-trichloroacetamido-D-glycero-D-galacto-octose propane-1,3-diyl acetal

: 136933-21-6
3-hydroxypropyl 8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-4-trichloroacetamido-D-glycero-D-galacto-octonate

Guidance literature:: With ozone; In ethyl acetate; at -40 ℃; for 0.0833333h;
DOI:10.1016/0008-6215(92)84183-S

Reference yield:

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

: 136933-21-6
3-hydroxypropyl 8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-4-trichloroacetamido-D-glycero-D-galacto-octonate

Guidance literature:: Multi-step reaction with 7 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

5: 87 percent / BF₃*Et₂O / CH₂Cl₂ / 0.33 h / 0 °C

6: 91 percent / p-TsOH*H₂O / pyridine; H₂O / 12 h / 80 °C

7: 76 percent / O₃ / ethyl acetate / 0.08 h / -40 °C

With potassium tert-butylate; potassium hydride; toluene-4-sulfonic acid; ozone; 3-chloro-benzenecarboperoxoic acid; boron trifluoride diethyl etherate; In pyridine; dichloromethane; water; ethyl acetate; 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

: 136933-21-6
3-hydroxypropyl 8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-4-trichloroacetamido-D-glycero-D-galacto-octonate

Guidance literature:: Multi-step reaction with 7 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

5: 87 percent / BF₃*Et₂O / CH₂Cl₂ / 0.33 h / 0 °C

6: 91 percent / p-TsOH*H₂O / pyridine; H₂O / 12 h / 80 °C

7: 76 percent / O₃ / ethyl acetate / 0.08 h / -40 °C

With potassium tert-butylate; potassium hydride; toluene-4-sulfonic acid; ozone; 3-chloro-benzenecarboperoxoic acid; boron trifluoride diethyl etherate; In pyridine; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1016/0008-6215(92)84183-S