1-Methoxy-4-[(1R,2S,3S,4R,5R,6S)-2,3,6-tris-benzyloxymethoxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxymethyl]-benzene

Base Information

• Chemical Name: 1-Methoxy-4-[(1R,2S,3S,4R,5R,6S)-2,3,6-tris-benzyloxymethoxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxymethyl]-benzene
• CAS No.: 255851-92-4
• Molecular Formula: C₅₀H₇₂O₁₀Si₂
• Molecular Weight: 889.287
• Mol file: 255851-92-4.mol

Synonyms:1-Methoxy-4-[(1R,2S,3S,4R,5R,6S)-2,3,6-tris-benzyloxymethoxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxymethyl]-benzene

Chemical Property of 1-Methoxy-4-[(1R,2S,3S,4R,5R,6S)-2,3,6-tris-benzyloxymethoxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxymethyl]-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Methoxy-4-[(1R,2S,3S,4R,5R,6S)-2,3,6-tris-benzyloxymethoxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxymethyl]-benzene

There total 1 articles about 1-Methoxy-4-[(1R,2S,3S,4R,5R,6S)-2,3,6-tris-benzyloxymethoxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxymethyl]-benzene 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: 90.0%

Benzyloxymethyl chloride (3587-60-8) + (1S,2R,3R,4S,5R,6R)-4-Benzyloxymethoxy-5,6-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-cyclohexane-1,2-diol (255851-91-3) → 1-Methoxy-4-[(1R,2S,3S,4R,5R,6S)-2,3,6-tris-benzyloxymethoxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxymethyl]-benzene (255851-92-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; at 65 ℃; for 15h;

DOI:10.1016/S0040-4039(99)01877-8

Reference yield: 87.0%

1-Methoxy-4-[(1R,2S,3S,4R,5R,6S)-2,3,6-tris-benzyloxymethoxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxymethyl]-benzene (255851-92-4) → (1S,2S,3R,4S,5S,6R)-3,4,6-Tris-benzyloxymethoxy-5-(4-methoxy-benzyloxy)-cyclohexane-1,2-diol

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 23 ℃; for 5h;

DOI:10.1016/S0040-4039(99)01877-8

Reference yield:

1-Methoxy-4-[(1R,2S,3S,4R,5R,6S)-2,3,6-tris-benzyloxymethoxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxymethyl]-benzene (255851-92-4) → 1D-2,3,6-tris-O-(benzyloxymethyl)-myo-inositol 4,5-bis(dibenzyl phosphate) (255851-93-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / nBu₄NF / tetrahydrofuran / 5 h / 23 °C

2: 1H-tetrazole / CH₂Cl₂ / 2 h / 23 °C

3: m-CPBA / 1 h / -40 °C

4: 80 percent / DDQ; H₂O / CH₂Cl₂ / 4 h / 23 °C

With 1H-tetrazole; tetrabutyl ammonium fluoride; water; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; 1: desilylation / 2: phosphorylation / 3: Oxidation / 4: ether cleavage;

DOI:10.1016/S0040-4039(99)01877-8

upstream raw materials:

Benzyloxymethyl chloride

(1S,2R,3R,4S,5R,6R)-4-Benzyloxymethoxy-5,6-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-cyclohexane-1,2-diol

Downstream raw materials:

1D-2,3,6-tris-O-(benzyloxymethyl)-myo-inositol 4,5-bis(dibenzyl phosphate)