(S)-2-(2,6-Dichloro-benzyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone

Base Information

Chemical Name:(S)-2-(2,6-Dichloro-benzyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone
CAS No.:189701-87-9
Molecular Formula:C₁₉H₂₄Cl₂O₆
Molecular Weight:419.302
Hs Code.:

Synonyms:(S)-2-(2,6-Dichloro-benzyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone

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Chemical Property of (S)-2-(2,6-Dichloro-benzyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone

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Technology Process of (S)-2-(2,6-Dichloro-benzyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone

There total 8 articles about (S)-2-(2,6-Dichloro-benzyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone 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: 85.0%

: 189701-86-8
(1R,2R)-2-(2,6-Dichloro-benzyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

: 189701-87-9
(S)-2-(2,6-Dichloro-benzyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone

Guidance literature:: With oxalyl dichloride; TEA; dimethyl sulfoxide; In dichloromethane; at -68 ℃; for 1h;
DOI:10.1021/jo961542v

Reference yield:

: 1707-77-3
1,2:5,6-di-O-isopropylidene-D-mannitol

: 189701-87-9
(S)-2-(2,6-Dichloro-benzyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone

Guidance literature:: Multi-step reaction with 5 steps

1: DMAP / pyridine / 0 °C

2: 94 percent / oxalyl chloride, DMSO, TEA / CH₂Cl₂ / 1.) -78 deg C, 15 min, 2.) -78 deg C to 0 deg C

3: 53 percent / Zn(BH₄)2 / diethyl ether / 5 h / -15 °C

4: 1.) NaH, 2.) 30percent KOH / 1.) DMF, 0 deg C, 2.) CH₂Cl₂, 15 min

5: 85 percent / oxalyl chloride, DMSO, TEA / CH₂Cl₂ / 1 h / -68 °C

With dmap; potassium hydroxide; zinc(II) tetrahydroborate; oxalyl dichloride; TEA; sodium hydride; dimethyl sulfoxide; In pyridine; diethyl ether; dichloromethane;
DOI:10.1021/jo961542v

Reference yield:

: 100759-35-1
Mono-O-benzoyl-1,2;5,6-bis-O-isopropyliden-D-talit

: 189701-87-9
(S)-2-(2,6-Dichloro-benzyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH, 2.) 30percent KOH / 1.) DMF, 0 deg C, 2.) CH₂Cl₂, 15 min

2: 85 percent / oxalyl chloride, DMSO, TEA / CH₂Cl₂ / 1 h / -68 °C

With potassium hydroxide; oxalyl dichloride; TEA; sodium hydride; dimethyl sulfoxide; In dichloromethane;
DOI:10.1021/jo961542v