(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

Base Information

Chemical Name:(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
CAS No.:126502-48-5
Molecular Formula:C₂₁H₃₂O₆
Molecular Weight:380.481
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 8 articles about (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 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: 100.0%

: 118299-05-1
(E)-(4S,5R,6S)-5-Benzyloxy-6-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4,6-dimethoxy-2-methyl-hex-2-enoic acid methyl ester

: 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

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; at -78 - -20 ℃;
DOI:10.1021/jo00262a006

Reference yield: 100.0%

: 118299-05-1
(2E)-2,3-Dideoxy-2-methyl-4,6-di-O-methyl-7,8-O-(1-methylethylidene)-5-O-(phenylmethyl)-D-galacto-oct-2-enonic acid methyl ester

: 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

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; for 1.5h; -78 deg C to -20 deg C;
DOI:10.1021/jo00296a041

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

With oxalyl dichloride; 3 A molecular sieve; TEA; lithium triethylborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00262a006