(1R,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate

Base Information

Chemical Name:(1R,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate
CAS No.:628293-05-0
Molecular Formula:C₂₆H₃₆O₆
Molecular Weight:444.568
Hs Code.:

Synonyms:(1R,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate

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Chemical Property of (1R,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate

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Technology Process of (1R,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate

There total 7 articles about (1R,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate 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: 88.0%

: 674-82-8,2130-41-8
4-methyleneoxetan-2-one

: (2Z)-(4R,5R)-11-benzyloxy-5-methoxymethoxy-4,6-dimethylundec-2-en-7-yn-4-ol

: (1S,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate

: 628293-05-0
(1R,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate

Guidance literature:: With dmap; In tetrahydrofuran;
DOI:10.1021/ol035177n

Reference yield:

: 54314-84-0
1-[(3-bromopropoxy)methyl]-benzene

: 628293-05-0
(1R,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate

Guidance literature:: Multi-step reaction with 5 steps

1: n-BuLi; HMPA / tetrahydrofuran / -78 - 20 °C

2: TBAF / tetrahydrofuran

3: Dess-Martin periodinane; pyridine / CH₂Cl₂

4: 93 percent / MgBr₂ / diethyl ether; tetrahydrofuran / -78 °C

5: 88 percent / DMAP / tetrahydrofuran

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; tetrabutyl ammonium fluoride; Dess-Martin periodane; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; 3: Dess-Martin oxidation;
DOI:10.1021/ol035177n

Reference yield:

: 320716-53-8
(1R,2R)-1-{(1S)-1-[(tert-butyldimethylsilyl)oxy]ethyl}-2-methylbut-3-yn-1-ol

: 628293-05-0
(1R,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate

Guidance literature:: Multi-step reaction with 6 steps

1: i-Pr₂NEt / CH₂Cl₂

2: n-BuLi; HMPA / tetrahydrofuran / -78 - 20 °C

3: TBAF / tetrahydrofuran

4: Dess-Martin periodinane; pyridine / CH₂Cl₂

5: 93 percent / MgBr₂ / diethyl ether; tetrahydrofuran / -78 °C

6: 88 percent / DMAP / tetrahydrofuran

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; tetrabutyl ammonium fluoride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; 4: Dess-Martin oxidation;
DOI:10.1021/ol035177n