(2S,3R)-2-((1R,2S)-1-Benzyloxy-2-methoxy-but-3-enyl)-3-methyl-1,4-dioxa-spiro[4.5]decane

Base Information

Chemical Name:(2S,3R)-2-((1R,2S)-1-Benzyloxy-2-methoxy-but-3-enyl)-3-methyl-1,4-dioxa-spiro[4.5]decane
CAS No.:120264-45-1
Molecular Formula:C₂₁H₃₀O₄
Molecular Weight:346.467
Hs Code.:

Synonyms:(2S,3R)-2-((1R,2S)-1-Benzyloxy-2-methoxy-but-3-enyl)-3-methyl-1,4-dioxa-spiro[4.5]decane

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Chemical Property of (2S,3R)-2-((1R,2S)-1-Benzyloxy-2-methoxy-but-3-enyl)-3-methyl-1,4-dioxa-spiro[4.5]decane

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Technology Process of (2S,3R)-2-((1R,2S)-1-Benzyloxy-2-methoxy-but-3-enyl)-3-methyl-1,4-dioxa-spiro[4.5]decane

There total 5 articles about (2S,3R)-2-((1R,2S)-1-Benzyloxy-2-methoxy-but-3-enyl)-3-methyl-1,4-dioxa-spiro[4.5]decane 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: 80.0%

: 100-39-0
benzyl bromide

: 87256-55-1
D-Galacto-3-methoxyhept-1-ene-4,5,6-triol 5,6-cyclohexyl ketal

: 120264-45-1
(2S,3R)-2-((1R,2S)-1-Benzyloxy-2-methoxy-but-3-enyl)-3-methyl-1,4-dioxa-spiro[4.5]decane

Guidance literature:: With sodium hydride; In 1,2-dimethoxyethane; Heating;
DOI:10.1016/S0040-4039(00)81890-0

Reference yield:

: 87305-35-9
L-4-deoxythreose cyclohexyl ketal

: 120264-45-1
(2S,3R)-2-((1R,2S)-1-Benzyloxy-2-methoxy-but-3-enyl)-3-methyl-1,4-dioxa-spiro[4.5]decane

Guidance literature:: Multi-step reaction with 2 steps

2: 1.) 50percent NaH / DME, 1.) reflux, 30 min, 2.) reflux, 30 min

With sodium hydride;
DOI:10.1021/ja00190a036

Reference yield:

: ((2R,3S)-3-Methyl-1,4-dioxa-spiro[4.5]dec-2-yl)-methanediol

: 120264-45-1
(2S,3R)-2-((1R,2S)-1-Benzyloxy-2-methoxy-but-3-enyl)-3-methyl-1,4-dioxa-spiro[4.5]decane

Guidance literature:: Multi-step reaction with 3 steps

1: 4 Angstroem molecular sieves / CH₂Cl₂ / Heating

2: 70 percent / hexane / -78 deg C, than room temperature for 48 h, quenched with triethanolamine

3: 80 percent / NaH / 1,2-dimethoxy-ethane / Heating

With 4 A molecular sieve; sodium hydride; In 1,2-dimethoxyethane; hexane; dichloromethane;
DOI:10.1016/S0040-4039(00)81890-0