methyl [(2S,4S,5R,6S)-4,5-bis(tert-butyldimethylsilyloxy)-6-hydroxymethyltetrahydro-2H-pyran-2-yl] acetate

Base Information

Chemical Name:methyl [(2S,4S,5R,6S)-4,5-bis(tert-butyldimethylsilyloxy)-6-hydroxymethyltetrahydro-2H-pyran-2-yl] acetate
CAS No.:498580-05-5
Molecular Formula:C₂₁H₄₄O₆Si₂
Molecular Weight:448.748
Hs Code.:

Synonyms:methyl [(2S,4S,5R,6S)-4,5-bis(tert-butyldimethylsilyloxy)-6-hydroxymethyltetrahydro-2H-pyran-2-yl] acetate

Suppliers and Price of methyl [(2S,4S,5R,6S)-4,5-bis(tert-butyldimethylsilyloxy)-6-hydroxymethyltetrahydro-2H-pyran-2-yl] acetate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl [(2S,4S,5R,6S)-4,5-bis(tert-butyldimethylsilyloxy)-6-hydroxymethyltetrahydro-2H-pyran-2-yl] acetate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl [(2S,4S,5R,6S)-4,5-bis(tert-butyldimethylsilyloxy)-6-hydroxymethyltetrahydro-2H-pyran-2-yl] acetate

There total 1 articles about methyl [(2S,4S,5R,6S)-4,5-bis(tert-butyldimethylsilyloxy)-6-hydroxymethyltetrahydro-2H-pyran-2-yl] acetate 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:

: 58857-02-6
(+)-ambruticin S

: 498580-05-5
methyl [(2S,4S,5R,6S)-4,5-bis(tert-butyldimethylsilyloxy)-6-hydroxymethyltetrahydro-2H-pyran-2-yl] acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: ethanol; diethyl ether

2.1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

3.1: ozone / CH₂Cl₂; methanol / 0.05 h / -74 °C

3.2: 40 percent / NaBH₄ / methanol; CH₂Cl₂ / 1 h / 20 °C

With ozone; triethylamine; In methanol; diethyl ether; ethanol; dichloromethane;
DOI:10.1039/b206953a

Reference yield:

: 498580-05-5
methyl [(2S,4S,5R,6S)-4,5-bis(tert-butyldimethylsilyloxy)-6-hydroxymethyltetrahydro-2H-pyran-2-yl] acetate

: 58857-02-6
(+)-ambruticin S

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

2.1: NaHMDS / dimethylformamide / -60 - 20 °C

2.2: 14 percent / TFA / tetrahydrofuran; H₂O / 3 h / 20 °C

3.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C

5.1: Na₂HPO₄; sodium amalgam / methanol / 3 h / -30 °C

5.2: 9 mg / HF*pyridine / tetrahydrofuran / 16 h / 20 °C

6.1: 95 percent / aq. LiOH / tetrahydrofuran / 3.5 h / 20 °C

With lithium hydroxide; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; sodium hexamethyldisilazane; Dess-Martin periodane; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 2.1: Julia coupling / 4.2: Julia coupling;
DOI:10.1016/S0040-4020(03)00370-3

Reference yield:

: 498580-05-5
methyl [(2S,4S,5R,6S)-4,5-bis(tert-butyldimethylsilyloxy)-6-hydroxymethyltetrahydro-2H-pyran-2-yl] acetate

: 1054631-66-1
[6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

2.1: NaHMDS / dimethylformamide / -60 - 20 °C

2.2: 14 percent / TFA / tetrahydrofuran; H₂O / 3 h / 20 °C

3.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C

With n-butyllithium; sodium hexamethyldisilazane; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 2.1: Julia coupling / 4.2: Julia coupling;
DOI:10.1016/S0040-4020(03)00370-3