((1S,3R,4S,5R,6S)-3-Benzyloxymethyl-4-methyl-2,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-triethyl-silane

Base Information

• Chemical Name: ((1S,3R,4S,5R,6S)-3-Benzyloxymethyl-4-methyl-2,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-triethyl-silane
• CAS No.: 203515-47-3
• Molecular Formula: C₂₀H₃₂O₄Si
• Molecular Weight: 364.557

Synonyms:((1S,3R,4S,5R,6S)-3-Benzyloxymethyl-4-methyl-2,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-triethyl-silane

Chemical Property of ((1S,3R,4S,5R,6S)-3-Benzyloxymethyl-4-methyl-2,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-triethyl-silane

Chemical Property:

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Technology Process of ((1S,3R,4S,5R,6S)-3-Benzyloxymethyl-4-methyl-2,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-triethyl-silane

There total 7 articles about ((1S,3R,4S,5R,6S)-3-Benzyloxymethyl-4-methyl-2,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-triethyl-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:

((4S,2R,3R)-4-triethylsiloxy-3-methyl(3,4-dihydro-2H-pyran-2-yl))(phenylmethoxy)methane (203515-46-2) → ((1S,3R,4S,5R,6S)-3-Benzyloxymethyl-4-methyl-2,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-triethyl-silane (203515-47-3)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 0 ℃; Yield given;

DOI:10.1002/anie.199727411

Reference yield:

triethylsilyl chloride (994-30-9) → ((1S,3R,4S,5R,6S)-3-Benzyloxymethyl-4-methyl-2,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-triethyl-silane (203515-47-3)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole

2: DIBALH / -78 °C

3: 81 percent / POCl₃, pyridine / 80 °C

4: dimethyl dioxirane / acetone; CH₂Cl₂ / 0 °C

With pyridine; 1H-imidazole; 3,3-dimethyldioxirane; diisobutylaluminium hydride; trichlorophosphate; In dichloromethane; acetone;

DOI:10.1002/anie.199727411

Reference yield:

(4S,5R,6R)-6-Benzyloxymethyl-4-hydroxy-5-methyl-tetrahydro-pyran-2-one → ((1S,3R,4S,5R,6S)-3-Benzyloxymethyl-4-methyl-2,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-triethyl-silane (203515-47-3)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole

2: DIBALH / -78 °C

3: 81 percent / POCl₃, pyridine / 80 °C

4: dimethyl dioxirane / acetone; CH₂Cl₂ / 0 °C

With pyridine; 1H-imidazole; 3,3-dimethyldioxirane; diisobutylaluminium hydride; trichlorophosphate; In dichloromethane; acetone;

DOI:10.1002/anie.199727411

upstream raw materials:

((4S,2R,3R)-4-triethylsiloxy-3-methyl(3,4-dihydro-2H-pyran-2-yl))(phenylmethoxy)methane

triethylsilyl chloride

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