2,2-Dimethyl-propionic acid (2S,3S,4R,5R,6S)-3-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-methyl-2-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2S,3S,4R,5R,6S)-3-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-methyl-2-pent-4-enyloxy-tetrahydro-pyran-4-yl ester
CAS No.:373606-48-5
Molecular Formula:C₂₈H₄₂O₇
Molecular Weight:490.637
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (2S,3S,4R,5R,6S)-3-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-methyl-2-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2S,3S,4R,5R,6S)-3-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-methyl-2-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2S,3S,4R,5R,6S)-3-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-methyl-2-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

There total 7 articles about 2,2-Dimethyl-propionic acid (2S,3S,4R,5R,6S)-3-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-methyl-2-pent-4-enyloxy-tetrahydro-pyran-4-yl ester 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: 92.0%

: (2S,3S,4R,5S,6S)-5-Benzyloxy-2-methyl-6-pent-4-enyloxy-tetrahydro-pyran-3,4-diol

: 3282-30-2
pivaloyl chloride

: 373606-48-5
2,2-Dimethyl-propionic acid (2S,3S,4R,5R,6S)-3-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-methyl-2-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: With dmap; In dichloromethane;
DOI:10.1021/ja016227r

Reference yield:

: 16741-27-8
2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide

: 373606-48-5
2,2-Dimethyl-propionic acid (2S,3S,4R,5R,6S)-3-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-methyl-2-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: MS; Ag₂CO₃

2: 72 percent / NaOMe / methanol

3: p-TsOH

4: 93 percent / NaH; TBAI / dimethylformamide

5: 70percent AcOH / 8 h / 40 °C

6: 92 percent / DMAP / CH₂Cl₂

With dmap; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; silver carbonate; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja016227r

Reference yield:

: 821-09-0
n-Pent-4-enyl alcohol

: 373606-48-5
2,2-Dimethyl-propionic acid (2S,3S,4R,5R,6S)-3-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-methyl-2-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: MS; Ag₂CO₃

2: 72 percent / NaOMe / methanol

3: p-TsOH

4: 93 percent / NaH; TBAI / dimethylformamide

5: 70percent AcOH / 8 h / 40 °C

6: 92 percent / DMAP / CH₂Cl₂

With dmap; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; silver carbonate; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja016227r