(R)-3-(tert-Butyl-diphenyl-silanyloxy)-3-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde

Base Information

• Chemical Name: (R)-3-(tert-Butyl-diphenyl-silanyloxy)-3-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde
• CAS No.: 214270-39-0
• Molecular Formula: C₂₅H₃₄O₅Si
• Molecular Weight: 442.627

Synonyms:(R)-3-(tert-Butyl-diphenyl-silanyloxy)-3-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde

Chemical Property of (R)-3-(tert-Butyl-diphenyl-silanyloxy)-3-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde

Chemical Property:

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Technology Process of (R)-3-(tert-Butyl-diphenyl-silanyloxy)-3-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde

There total 3 articles about (R)-3-(tert-Butyl-diphenyl-silanyloxy)-3-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde 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: 74.0%

(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-butane-1,2-diol (214423-94-6) → (R)-3-(tert-Butyl-diphenyl-silanyloxy)-3-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde (214270-39-0)

Guidance literature:

With sodium periodate; silica gel; In dichloromethane; water; for 1h;

DOI:10.1016/S0008-6215(98)00145-1

Reference yield:

(4S,5R)-5-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-4-oxo-butyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde → (R)-3-(tert-Butyl-diphenyl-silanyloxy)-3-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde (214270-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol; CH₂Cl₂ / 0.5 h / Ambient temperature

2: 74 percent / NaIO₄, silica gel / H₂O; CH₂Cl₂ / 1 h

With sodium tetrahydroborate; sodium periodate; silica gel; In methanol; dichloromethane; water;

DOI:10.1016/S0008-6215(98)00145-1

Reference yield:

(3aR,4R,8aR)-4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-4,5,6,8a-tetrahydro-3aH-cyclohepta[1,3]dioxol-6-ol → (R)-3-(tert-Butyl-diphenyl-silanyloxy)-3-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde (214270-39-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) O₃; 2.) Me₂S / 1.) MeOH, CH₂Cl₂, -78 deg C; 2.) MeOH, CH₂Cl₂

2: NaBH₄ / methanol; CH₂Cl₂ / 0.5 h / Ambient temperature

3: 74 percent / NaIO₄, silica gel / H₂O; CH₂Cl₂ / 1 h

With sodium tetrahydroborate; sodium periodate; dimethylsulfide; silica gel; ozone; In methanol; dichloromethane; water;

DOI:10.1016/S0008-6215(98)00145-1

upstream raw materials:

(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-butane-1,2-diol

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