Triisopropyl-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-silane

Base Information

• Chemical Name: Triisopropyl-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-silane
• CAS No.: 196861-64-0
• Molecular Formula: C₂₁H₃₆O₄Si
• Molecular Weight: 380.6
• Mol file: 196861-64-0.mol

Synonyms:Triisopropyl-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-silane

Chemical Property of Triisopropyl-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Triisopropyl-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-silane

There total 1 articles about Triisopropyl-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-silane 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: 98.0%

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) + [(2R,4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methanol (151024-14-5) → Triisopropyl-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-silane (196861-64-0)

Guidance literature:

With triethylamine; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1016/S0040-4039(97)01523-2

Reference yield: 94.0%

Triisopropyl-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-silane (196861-64-0) → (R)-3-(4-Methoxy-benzyloxy)-4-triisopropylsilanyloxy-butan-1-ol (196861-60-6)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; for 0.5h;

DOI:10.1016/S0040-4039(97)01523-2

Reference yield:

Triisopropyl-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-silane (196861-64-0) → (R)-3-(4-Methoxy-benzyloxy)-4-triisopropylsilanyloxy-butyric acid (196861-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 1 M DIBA-H / hexane; CH₂Cl₂ / 0.5 h

2: 1.) DMSO, (COCl)2, DIPEA; 2.) sodium chlorite, 0.5 M aq. KH₂PO₄, 30percent H₂O₂ / 1.) CH₂Cl₂, -78 deg C, 1 h then r.t.; 2.) CH₃CN, 10 deg C, 2 h

With sodium chlorite; potassium dihydrogenphosphate; oxalyl dichloride; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane;

DOI:10.1016/S0040-4039(97)01523-2

upstream raw materials:

triisopropylsilyl trifluoromethanesulfonate

[(2R,4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methanol

Downstream raw materials:

(R)-3-(4-Methoxy-benzyloxy)-4-triisopropylsilanyloxy-butan-1-ol

(R)-4-Hydroxy-3-(4-methoxy-benzyloxy)-butyric acid tert-butyl ester

(R)-3-(4-Methoxy-benzyloxy)-4-oxo-butyric acid tert-butyl ester

(R)-3-(4-Methoxy-benzyloxy)-4-triisopropylsilanyloxy-butyric acid