1-((2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-2-yn-1-one

Base Information

Chemical Name:1-((2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-2-yn-1-one
CAS No.:263006-27-5
Molecular Formula:C₃₀H₃₈O₄
Molecular Weight:462.629
Hs Code.:

Synonyms:1-((2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-2-yn-1-one

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Chemical Property of 1-((2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-2-yn-1-one

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Technology Process of 1-((2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-2-yn-1-one

There total 5 articles about 1-((2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-2-yn-1-one 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%

: 21433-46-5
lithium derivative from 1-decyne

: 263006-25-3
(2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide

: 263006-27-5
1-((2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-2-yn-1-one

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/S0040-4039(99)02078-X

Reference yield:

: 452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3
D-2-deoxyribose

: 263006-27-5
1-((2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-2-yn-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: AcCl; Ag₂CO₃ / methanol / 0.12 h / 20 °C

1.2: NaH; Bu₄NI / dimethylformamide / 24 h / -30 - 20 °C

1.3: TMSOTf / CH₂Cl₂ / 24 h / 20 °C

2.1: 100 percent / HCl / dioxane / 4 h / 100 °C

3.1: α,α-dichloromethylmethyl ether / CH2Cl2 / 5 h / Heating

3.2: 85 percent / NEt₃ / CH₂Cl₂ / 24 h / 20 °C

4.1: 100 percent / tetrahydrofuran / 3 h / -78 °C

With hydrogenchloride; acetyl chloride; silver carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 1.1: Acetylation / 1.2: Etherification / 1.3: Substitution / 2.1: Hydrolysis / 3.1: activation / 3.2: Substitution / 4.1: Substitution;
DOI:10.1016/S0040-4039(99)02078-X

Reference yield:

: 100-39-0
benzyl bromide

: 263006-27-5
1-((2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-2-yn-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: AcCl; Ag₂CO₃ / methanol / 0.12 h / 20 °C

1.2: NaH; Bu₄NI / dimethylformamide / 24 h / -30 - 20 °C

1.3: TMSOTf / CH₂Cl₂ / 24 h / 20 °C

2.1: 100 percent / HCl / dioxane / 4 h / 100 °C

3.1: α,α-dichloromethylmethyl ether / CH2Cl2 / 5 h / Heating

3.2: 85 percent / NEt₃ / CH₂Cl₂ / 24 h / 20 °C

4.1: 100 percent / tetrahydrofuran / 3 h / -78 °C

With hydrogenchloride; acetyl chloride; silver carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 1.1: Acetylation / 1.2: Etherification / 1.3: Substitution / 2.1: Hydrolysis / 3.1: activation / 3.2: Substitution / 4.1: Substitution;
DOI:10.1016/S0040-4039(99)02078-X