(3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethoxy-2-methyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Base Information

Chemical Name:(3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethoxy-2-methyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
CAS No.:143416-46-0
Molecular Formula:C₃₁H₄₄O₇Si
Molecular Weight:556.772
Hs Code.:

Synonyms:(3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethoxy-2-methyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethoxy-2-methyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethoxy-2-methyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

There total 5 articles about (3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethoxy-2-methyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 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: 84.0%

: 78-39-7
Triethyl orthoacetate

: 143416-45-9
pent-4-enyl 6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside

: 143416-46-0
(3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethoxy-2-methyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Guidance literature:: With toluene-4-sulfonic acid; In toluene; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)81568-4

Reference yield:

: 821-09-0
n-Pent-4-enyl alcohol

: 143416-46-0
(3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethoxy-2-methyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / silver triflate, molecular sieves (4 Angstroem) / CH₂Cl₂ / 0.5 h / -20 °C

2: 96 percent / MeOH / NaOMe

3: 87 percent / imidazole / tetrahydrofuran / 11.5 h / Ambient temperature

4: 84 percent / p-TsOH*H₂O / toluene / 1 h / Ambient temperature

With 1H-imidazole; methanol; 4 A molecular sieve; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; sodium methylate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)81568-4

Reference yield:

: 125367-09-1,125367-10-4,128503-34-4,143416-41-5
pent-4-enyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranoside

: 143416-46-0
(3aS,4R,6R,7R,7aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethoxy-2-methyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / MeOH / NaOMe

2: 87 percent / imidazole / tetrahydrofuran / 11.5 h / Ambient temperature

3: 84 percent / p-TsOH*H₂O / toluene / 1 h / Ambient temperature

With 1H-imidazole; methanol; toluene-4-sulfonic acid; sodium methylate; In tetrahydrofuran; toluene;
DOI:10.1016/S0040-4020(01)81568-4