(2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal

Base Information

• Chemical Name: (2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal
• CAS No.: 114114-41-9
• Molecular Formula: C₃₃H₄₄O₄Si
• Molecular Weight: 532.795
• Mol file: 114114-41-9.mol

Synonyms:(2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal

Chemical Property of (2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal

There total 12 articles about (2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal 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: 83.0%

tert-Butyl-[(1R,2R,3S,4R)-4-[1,3]dithian-2-yl-1-ethyl-3-(4-methoxy-benzyloxy)-2-methyl-pentyloxy]-diphenyl-silane (114114-40-8) → (2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal (114114-41-9)

Guidance literature:

With cadmium(II) carbonate; mercury dichloride; In water; acetone; for 6h; Heating;

DOI:10.1007/BF00953634

Reference yield:

tert-butyldiphenylsilane (33729-92-9) → (2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal (114114-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) tritylium perchlorate, 2.) Et₃N / 1.) CH₂Cl₂, 0 deg C, 2.) CH₂Cl₂, room temp., 5 min.

2: 83 percent / CdCO₃, HgCl₂ / H₂O; acetone / 6 h / Heating

With cadmium(II) carbonate; triphenylmethyl perchlorate; triethylamine; mercury dichloride; In water; acetone;

DOI:10.1016/S0040-4020(01)81090-5

Reference yield:

(2S,3S,4S,5R)-5-[1,3]Dithian-2-yl-4-(4-methoxy-benzyloxy)-3-methyl-hexane-1,2-diol (114114-37-3) → (2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal (114114-41-9)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine

2: K₂CO₃ / methanol / -15 °C

3: CuCl*Me₂S / tetrahydrofuran

4: 76 percent / TrClO₄, Et₃N / CH₂Cl₂

5: 83 percent / HgCl₂-CdCO₃ / H₂O; acetone

With cadmium(II) carbonate; Cl⁽³⁾HO₄; potassium carbonate; triethylamine; mercury dichloride; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetone;

DOI:10.1016/S0040-4039(00)96399-8

upstream raw materials:

tert-Butyl-[(1R,2R,3S,4R)-4-[1,3]dithian-2-yl-1-ethyl-3-(4-methoxy-benzyloxy)-2-methyl-pentyloxy]-diphenyl-silane

tert-butyldiphenylsilane

(2R,3S,4R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-[1,3]dithian-2-yl-pentan-3-ol

(3R,4S,5S,6R)-6-[1,3]Dithian-2-yl-5-(4-methoxy-benzyloxy)-4-methyl-heptan-3-ol

Downstream raw materials:

Erythronolide B

3,5-O-benzylidene-(9S)-dihydroerythronolide B

3,5-O-benzylideneerythronolide B

3,5-isopropylidene-9-11-O-(p-methoxybenzylidene)-9(S)-dihydroerythronolide B