3-[3-hydroxy-2-methyl-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester

Base Information

• Chemical Name: 3-[3-hydroxy-2-methyl-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester
• CAS No.: 924282-40-6
• Molecular Formula: C₅₄H₉₇Cl₃O₉Si₃
• Molecular Weight: 1080.97

Synonyms:3-[3-hydroxy-2-methyl-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester

Chemical Property of 3-[3-hydroxy-2-methyl-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester

Chemical Property:

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Technology Process of 3-[3-hydroxy-2-methyl-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester

There total 11 articles about 3-[3-hydroxy-2-methyl-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester 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: 94.0%

3-[2-methyl-3-triethylsilanyloxy-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester (924282-39-3) → 3-[3-hydroxy-2-methyl-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester (924282-40-6)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; at 0 ℃;

DOI:10.1016/j.tetlet.2006.11.058

Reference yield:

3-[8-benzyloxy-6-(3-benzyloxy-propyl)-2-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl]-acrylic acid methyl ester (924282-31-5) → 3-[3-hydroxy-2-methyl-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester (924282-40-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydrogen / Pd(OH)2-C / ethyl acetate / 20 °C

2.1: 2,6-lutidine / dimethylformamide / 20 - 70 °C

3.1: LiAlH₄ / diethyl ether / 0 °C

4.1: SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂ / 0 °C

4.2: NaClO₂; 2-methyl-2-butene; aq. NaH₂PO₄ / tetrahydrofuran / 0 °C

5.1: 2,4,5-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 20 °C

5.2: 81 percent / DMAP / tetrahydrofuran; toluene / 20 °C

6.1: 94 percent / CSA / methanol / 0 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; pyridine-SO₃ complex; camphor-10-sulfonic acid; hydrogen; dimethyl sulfoxide; triethylamine; 2,4,6-trichlorobenzoyl chloride; palladium hydroxide - carbon; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 5.1: Yamaguchi reaction;

DOI:10.1016/j.tetlet.2006.11.058

Reference yield:

(E)-3-[(2R,3S,4aR,6R,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-hydroxy-2-methyl-octahydro-pyrano[3,2-b]pyran-2-yl]-acrylic acid methyl ester (169895-52-7) → 3-[3-hydroxy-2-methyl-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester (924282-40-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

2.1: hydrogen / Pd(OH)2-C / ethyl acetate / 20 °C

3.1: 2,6-lutidine / dimethylformamide / 20 - 70 °C

4.1: LiAlH₄ / diethyl ether / 0 °C

5.1: SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂ / 0 °C

5.2: NaClO₂; 2-methyl-2-butene; aq. NaH₂PO₄ / tetrahydrofuran / 0 °C

6.1: 2,4,5-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 20 °C

6.2: 81 percent / DMAP / tetrahydrofuran; toluene / 20 °C

7.1: 94 percent / CSA / methanol / 0 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; pyridine-SO₃ complex; camphor-10-sulfonic acid; hydrogen; dimethyl sulfoxide; triethylamine; 2,4,6-trichlorobenzoyl chloride; palladium hydroxide - carbon; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 6.1: Yamaguchi reaction;

DOI:10.1016/j.tetlet.2006.11.058

upstream raw materials:

3-[2-methyl-3-triethylsilanyloxy-8-triisopropylsilanyloxy-6-(3-triisopropylsilanyloxy-propyl)-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyl ester

3-(tert-butyl-dimethyl-silanyloxy)-3-methyl-7-(2,4,6-trichloro-benzyloxy)-hept-1-en-4-ol

4-(4-methoxy-benzyloxy)-3-methyl-7-(2,4,6-trichloro-benzyloxy)-hept-1-en-3-ol

tert-butyl-{1-[1-(4-methoxy-benzyloxy)-4-(2,4,6-trichloro-benzyloxy)-butyl]-1-methyl-allyloxy}-dimethyl-silane

Downstream raw materials:

8-{2-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-[3-(2,4,6-trichloro-benzyloxy)-propyl]-but-3-enyloxy}-5a-methyl-4-triisopropylsilanyloxy-2-(3-triisopropylsilanyloxy-propyl)-9-vinyl-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalene

C₅₅H₉₇Cl₃O₈Si₃

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