(R)-7-Benzyloxy-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-heptanoic acid tert-butyl ester

Base Information

• Chemical Name: (R)-7-Benzyloxy-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-heptanoic acid tert-butyl ester
• CAS No.: 127723-82-4
• Molecular Formula: C₂₃H₃₆O₆
• Molecular Weight: 408.535

Synonyms:(R)-7-Benzyloxy-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-heptanoic acid tert-butyl ester

Chemical Property of (R)-7-Benzyloxy-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-heptanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (R)-7-Benzyloxy-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-heptanoic acid tert-butyl ester

There total 3 articles about (R)-7-Benzyloxy-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-heptanoic acid tert-butyl 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: 89.0%

acetic acid tert-butyl ester (540-88-5) + (R)-5-Benzyloxy-3-(tetrahydro-pyran-2-yloxy)-pentanal (127723-80-2) → (R)-7-Benzyloxy-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-heptanoic acid tert-butyl ester (127723-82-4)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(01)89012-2

Reference yield:

benzyl bromide (100-39-0) → (R)-7-Benzyloxy-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-heptanoic acid tert-butyl ester (127723-82-4)

Guidance literature:

Multi-step reaction with 3 steps

3: 89 percent / LDA / tetrahydrofuran / -78 °C

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)89012-2

Reference yield:

(2R)-2-(2-benzyloxyethyl)oxirane (115114-87-9) → (R)-7-Benzyloxy-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-heptanoic acid tert-butyl ester (127723-82-4)

Guidance literature:

Multi-step reaction with 2 steps

2: 89 percent / LDA / tetrahydrofuran / -78 °C

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)89012-2

upstream raw materials:

acetic acid tert-butyl ester

(R)-5-Benzyloxy-3-(tetrahydro-pyran-2-yloxy)-pentanal

benzyl bromide

(2R)-2-(2-benzyloxyethyl)oxirane

Downstream raw materials:

[2-((S)-6-{1-[(R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

Dithiocarbonic acid O-([(4R,6R)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methyl) ester S-methyl ester

[(R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid tert-butyl ester

(2-{(4S,6S)-6-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethoxy)-tert-butyl-diphenyl-silane

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