3-[(4R,5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-[1,3]dioxan-4-yl]-pentanedioic acid diamide

Base Information

• Chemical Name: 3-[(4R,5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-[1,3]dioxan-4-yl]-pentanedioic acid diamide
• CAS No.: 141521-38-2
• Molecular Formula: C₂₆H₃₆N₂O₆Si
• Molecular Weight: 500.667
• Mol file: 141521-38-2.mol

Synonyms:3-[(4R,5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-[1,3]dioxan-4-yl]-pentanedioic acid diamide

Chemical Property of 3-[(4R,5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-[1,3]dioxan-4-yl]-pentanedioic acid diamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(4R,5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-[1,3]dioxan-4-yl]-pentanedioic acid diamide

There total 1 articles about 3-[(4R,5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-[1,3]dioxan-4-yl]-pentanedioic acid diamide 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: 87.0%

[(4S,4aS,8S,8aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-6-oxo-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl]-acetic acid methyl ester (137207-19-3,141554-49-6) → 3-[(4R,5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-[1,3]dioxan-4-yl]-pentanedioic acid diamide (141521-38-2)

Guidance literature:

With ammonia; In methanol; for 5h;

DOI:10.1039/c39920000368

Reference yield:

3-[(4R,5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-[1,3]dioxan-4-yl]-pentanedioic acid diamide (141521-38-2) → (1R,2S,6R,7R,9S)-9-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxymethyl-3,5,8-trioxa-10-aza-tricyclo[7.3.1.02,7]tridecan-11-one (126267-13-8,141554-51-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 0.83 h / 259 °C

2: NaBH₄ / tetrahydrofuran

3: pyridine / tetrahydrofuran

4: 99 percent / 2,6-lutidine / CH₂Cl₂

5: 88 percent / t-Bu₂AlH₄ / CH₂Cl₂ / -78 °C

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; t-Bu₂AlH₄; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c39920000368

Reference yield:

3-[(4R,5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-[1,3]dioxan-4-yl]-pentanedioic acid diamide (141521-38-2) → (1R,2S,6S,7R,9S)-9-(tert-Butyl-diphenyl-silanyloxy)-11-oxo-3,5,8-trioxa-10-aza-tricyclo[7.3.1.02,7]tridecane-6-carbaldehyde (126267-15-0,141554-52-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 0.83 h / 259 °C

2: NaBH₄ / tetrahydrofuran

3: pyridine / tetrahydrofuran

4: 99 percent / 2,6-lutidine / CH₂Cl₂

5: 88 percent / t-Bu₂AlH₄ / CH₂Cl₂ / -78 °C

6: 90 percent / CrO₃*2py / CH₂Cl₂ / 0.5 h

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; t-Bu₂AlH₄; dipyridine chromium trioxide; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c39920000368

upstream raw materials:

[(4S,4aS,8S,8aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-6-oxo-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl]-acetic acid methyl ester

Downstream raw materials:

4-[(5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-[1,3]dioxan-4-yl]-piperidine-2,6-dione

2-[(4S,4aS,8R,8aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-6-oxo-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl]-acetamide

(1R,2S,6R,7R,9S)-9-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxymethyl-3,5,8-trioxa-10-aza-tricyclo[7.3.1.0^2,7]tridecan-11-one

(1R,2S,6S,7R,9S)-9-(tert-Butyl-diphenyl-silanyloxy)-11-oxo-3,5,8-trioxa-10-aza-tricyclo[7.3.1.0^2,7]tridecane-6-carbaldehyde