(2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde

Base Information

Chemical Name:(2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde
CAS No.:284035-38-7
Molecular Formula:C₂₅H₄₂O₅Si
Molecular Weight:450.691
Hs Code.:

Synonyms:(2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde

Suppliers and Price of (2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde

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 (2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde

There total 8 articles about (2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde 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: 94.0%

: 284035-53-6
[(2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-methanol

: 284035-38-7
(2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: With pyridine-SO₃ complex; triethylamine; In dimethyl sulfoxide; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(00)00383-X

Reference yield:

: 78999-24-3
5-benzyloxy-1-pentanal

: 284035-38-7
(2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: 78 percent / Bu₂BOTf; Et₃N / CH₂Cl₂ / 3 h / -78 - 0 °C

2.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

3.1: 74 percent / NaBH₄ / tetrahydrofuran; H₂O / 48 h / 20 °C

4.1: 97 percent / SO₃*Py; Et₃N / dimethylsulfoxide / 1 h / 20 °C

5.1: Bu₂BOTf / CH₂Cl₂ / 3 h / -78 - 0 °C

5.2: TBAF / tetrahydrofuran / 3 h / 20 °C

5.3: 58 percent / CSA / 1 h / 20 °C

6.1: 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

7.1: 92 percent / KOH / methanol / 1 h / 20 °C

8.1: 94 percent / SO₃*Py; Et₃N / dimethylsulfoxide / 1 h / 20 °C

With 2,6-dimethylpyridine; potassium hydroxide; sodium tetrahydroborate; pyridine-SO₃ complex; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; 1.1: aldol coupling / 2.1: Etherification / 3.1: Reduction / 4.1: Oxidation / 5.1: aldol reaction / 5.2: deprotection / 5.3: ketalization / 6.1: Etherification / 7.1: Hydrolysis / 8.1: Oxidation;
DOI:10.1016/S0040-4039(00)00383-X

Reference yield:

: 171189-79-0
(S)-4-Benzyl-3-((2S,3R)-7-benzyloxy-3-hydroxy-2-methyl-heptanoyl)-oxazolidin-2-one

: 284035-38-7
(2R,4S,5S,6R)-6-(4-Benzyloxy-butyl)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

2.1: 74 percent / NaBH₄ / tetrahydrofuran; H₂O / 48 h / 20 °C

3.1: 97 percent / SO₃*Py; Et₃N / dimethylsulfoxide / 1 h / 20 °C

4.1: Bu₂BOTf / CH₂Cl₂ / 3 h / -78 - 0 °C

4.2: TBAF / tetrahydrofuran / 3 h / 20 °C

4.3: 58 percent / CSA / 1 h / 20 °C

5.1: 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

6.1: 92 percent / KOH / methanol / 1 h / 20 °C

7.1: 94 percent / SO₃*Py; Et₃N / dimethylsulfoxide / 1 h / 20 °C

With 2,6-dimethylpyridine; potassium hydroxide; sodium tetrahydroborate; pyridine-SO₃ complex; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; 1.1: Etherification / 2.1: Reduction / 3.1: Oxidation / 4.1: aldol reaction / 4.2: deprotection / 4.3: ketalization / 5.1: Etherification / 6.1: Hydrolysis / 7.1: Oxidation;
DOI:10.1016/S0040-4039(00)00383-X