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

Base Information

Chemical Name:4-acetamido-8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-D-glycero-D-galacto-octose propane-1,3-diyl acetal
CAS No.:136933-20-5
Molecular Formula:C₂₃H₃₃NO₉
Molecular Weight:467.516
Hs Code.:

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

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Chemical Property of 4-acetamido-8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-D-glycero-D-galacto-octose propane-1,3-diyl acetal

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Technology Process of 4-acetamido-8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-D-glycero-D-galacto-octose propane-1,3-diyl acetal

There total 9 articles about 4-acetamido-8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-D-glycero-D-galacto-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: 89.0%

: 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

: 136933-20-5
4-acetamido-8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-D-glycero-D-galacto-octose propane-1,3-diyl acetal

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 1h; Heating;
DOI:10.1016/0008-6215(92)84183-S

Reference yield:

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

: 136933-20-5
4-acetamido-8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-D-glycero-D-galacto-octose propane-1,3-diyl acetal

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: 89 percent / Bu₃SnH, AIBN / benzene / 1 h / Heating

With 2,2'-azobis(isobutyronitrile); potassium tert-butylate; tri-n-butyl-tin hydride; potassium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; boron trifluoride diethyl etherate; In pyridine; dichloromethane; water; acetonitrile; benzene;
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

: 136933-20-5
4-acetamido-8-O-benzoyl-2,4-dideoxy-6,7-O-isopropylidene-D-glycero-D-galacto-octose propane-1,3-diyl acetal

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: 89 percent / Bu₃SnH, AIBN / benzene / 1 h / Heating

With 2,2'-azobis(isobutyronitrile); potassium tert-butylate; tri-n-butyl-tin hydride; potassium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; boron trifluoride diethyl etherate; In pyridine; dichloromethane; water; acetonitrile; benzene;
DOI:10.1016/0008-6215(92)84183-S