4-((E)-(1S,2R,3S)-2-Benzyloxy-6-chloro-1,3-dimethoxy-5-methyl-hex-4-enyl)-2,2-dimethyl-[1,3]dioxolane

Base Information

Chemical Name:4-((E)-(1S,2R,3S)-2-Benzyloxy-6-chloro-1,3-dimethoxy-5-methyl-hex-4-enyl)-2,2-dimethyl-[1,3]dioxolane
CAS No.:126502-49-6
Molecular Formula:C₂₁H₃₁ClO₅
Molecular Weight:398.927
Hs Code.:

Synonyms:4-((E)-(1S,2R,3S)-2-Benzyloxy-6-chloro-1,3-dimethoxy-5-methyl-hex-4-enyl)-2,2-dimethyl-[1,3]dioxolane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-((E)-(1S,2R,3S)-2-Benzyloxy-6-chloro-1,3-dimethoxy-5-methyl-hex-4-enyl)-2,2-dimethyl-[1,3]dioxolane

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Technology Process of 4-((E)-(1S,2R,3S)-2-Benzyloxy-6-chloro-1,3-dimethoxy-5-methyl-hex-4-enyl)-2,2-dimethyl-[1,3]dioxolane

There total 10 articles about 4-((E)-(1S,2R,3S)-2-Benzyloxy-6-chloro-1,3-dimethoxy-5-methyl-hex-4-enyl)-2,2-dimethyl-[1,3]dioxolane 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: 67.0%

: 126502-48-5
(2E)-2,3-Dideoxy-2-methyl-4,6-di-O-methyl-7,8-O-(1-methylethylidene)-5-O-(phenylmethyl)-D-galacto-oct-2-enitol

: 126502-49-6
(2E)-2,3-Dideoxy-1-chloro-2-methyl-4,6-di-O-methyl-7,8-O-(1-methylethylidene)-5-O-(phenylmethyl)-D-galacto-oct-2-ene

Guidance literature:: With 2,4,6-trimethyl-pyridine; trifluoromethane sulfonyl chloride; lithium chloride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;
DOI:10.1021/jo00296a041

Reference yield: 67.0%

: 126502-48-5
(E)-(4S,5R,6S)-5-Benzyloxy-6-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4,6-dimethoxy-2-methyl-hex-2-en-1-ol

: 126502-49-6
4-((E)-(1S,2R,3S)-2-Benzyloxy-6-chloro-1,3-dimethoxy-5-methyl-hex-4-enyl)-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: With 2,4,6-trimethyl-pyridine; methanesulfonyl chloride; lithium chloride; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1021/jo00262a006

Reference yield:

: 126502-45-2
(3S,4R,5S)-4-Benzyloxy-3,5-dimethoxy-hexane-1,2,6-triol

: 126502-49-6
4-((E)-(1S,2R,3S)-2-Benzyloxy-6-chloro-1,3-dimethoxy-5-methyl-hex-4-enyl)-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / TsOH, 3-A molecular sieves / Ambient temperature

2: (ClCO)2, DMSO, TEA / CH₂Cl₂ / -78 °C

3: CH₂Cl₂ / from 0 deg C to RT

4: 100 percent / LiEt₃BH / tetrahydrofuran / -78 - -20 °C

5: 67 percent / MsCl, LiCl, s-collidine / dimethylformamide / 0 °C

With 2,4,6-trimethyl-pyridine; oxalyl dichloride; 3 A molecular sieve; TEA; lithium triethylborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; methanesulfonyl chloride; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00262a006