cis-5-<(1R,2R)-3-benzoyloxy-1,2-(dimethylmethylenedioxy)propyl>-4-<(1S)-2-(1,3-dioxan-2-yl)-1-hydroxyethyl>-2-trichloromethyl-2-oxazoline

Base Information

Chemical Name:cis-5-<(1R,2R)-3-benzoyloxy-1,2-(dimethylmethylenedioxy)propyl>-4-<(1S)-2-(1,3-dioxan-2-yl)-1-hydroxyethyl>-2-trichloromethyl-2-oxazoline
CAS No.:136933-15-8
Molecular Formula:C₂₃H₂₈Cl₃NO₈
Molecular Weight:552.836
Hs Code.:

Synonyms:cis-5-<(1R,2R)-3-benzoyloxy-1,2-(dimethylmethylenedioxy)propyl>-4-<(1S)-2-(1,3-dioxan-2-yl)-1-hydroxyethyl>-2-trichloromethyl-2-oxazoline

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Chemical Property of cis-5-<(1R,2R)-3-benzoyloxy-1,2-(dimethylmethylenedioxy)propyl>-4-<(1S)-2-(1,3-dioxan-2-yl)-1-hydroxyethyl>-2-trichloromethyl-2-oxazoline

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Technology Process of cis-5-<(1R,2R)-3-benzoyloxy-1,2-(dimethylmethylenedioxy)propyl>-4-<(1S)-2-(1,3-dioxan-2-yl)-1-hydroxyethyl>-2-trichloromethyl-2-oxazoline

There total 7 articles about cis-5-<(1R,2R)-3-benzoyloxy-1,2-(dimethylmethylenedioxy)propyl>-4-<(1S)-2-(1,3-dioxan-2-yl)-1-hydroxyethyl>-2-trichloromethyl-2-oxazoline 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: 87.0%

: 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

: 136933-15-8
cis-5-<(1R,2R)-3-benzoyloxy-1,2-(dimethylmethylenedioxy)propyl>-4-<(1S)-2-(1,3-dioxan-2-yl)-1-hydroxyethyl>-2-trichloromethyl-2-oxazoline

Guidance literature:: boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1016/0008-6215(92)84183-S

Reference yield:

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

: 136933-15-8
cis-5-<(1R,2R)-3-benzoyloxy-1,2-(dimethylmethylenedioxy)propyl>-4-<(1S)-2-(1,3-dioxan-2-yl)-1-hydroxyethyl>-2-trichloromethyl-2-oxazoline

Guidance literature:: Multi-step reaction with 5 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

With potassium tert-butylate; potassium hydride; 3-chloro-benzenecarboperoxoic acid; boron trifluoride diethyl etherate; 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

: 136933-15-8
cis-5-<(1R,2R)-3-benzoyloxy-1,2-(dimethylmethylenedioxy)propyl>-4-<(1S)-2-(1,3-dioxan-2-yl)-1-hydroxyethyl>-2-trichloromethyl-2-oxazoline

Guidance literature:: Multi-step reaction with 5 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

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