2,2-Dimethyl-propionic acid (2S,4S,6S,8R,10S)-8-benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (2S,4S,6S,8R,10S)-8-benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester
• CAS No.: 201275-63-0
• Molecular Formula: C₃₀H₅₀O₇Si
• Molecular Weight: 550.808

Synonyms:2,2-Dimethyl-propionic acid (2S,4S,6S,8R,10S)-8-benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (2S,4S,6S,8R,10S)-8-benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (2S,4S,6S,8R,10S)-8-benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester

There total 14 articles about 2,2-Dimethyl-propionic acid (2S,4S,6S,8R,10S)-8-benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl 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: 99.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 2,2-Dimethyl-propionic acid (2S,4S,6R,8R,10S)-8-benzyloxymethyl-10-hydroxy-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester (201275-62-9) → 2,2-Dimethyl-propionic acid (2S,4S,6S,8R,10S)-8-benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester (201275-63-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1002/1521-3773(20010105)40:1<191::AID-ANIE191>3.0.CO;2-C

Reference yield:

(S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane (201275-41-4) → 2,2-Dimethyl-propionic acid (2S,4S,6S,8R,10S)-8-benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester (201275-63-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / HCl / methanol

2: Hg(ClO₄)2; CaCO₃ / acetonitrile; H₂O

3: HClO₄ / CH₂Cl₂; acetonitrile

4: 87 percent / Et₃N / CH₂Cl₂

5: 99 percent / imidazole / dimethylformamide

With 1H-imidazole; hydrogenchloride; perchloric acid; mercury(II) perchlorate; triethylamine; calcium carbonate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/1521-3773(20010105)40:1<191::AID-ANIE191>3.0.CO;2-C

Reference yield:

(2S,4S)-5-[2-((2S,4R)-5-Benzyloxy-2,4-dihydroxy-pentyl)-[1,3]dithian-2-yl]-4-methoxy-pentane-1,2-diol → 2,2-Dimethyl-propionic acid (2S,4S,6S,8R,10S)-8-benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester (201275-63-0)

Guidance literature:

Multi-step reaction with 4 steps

1: Hg(ClO₄)2; CaCO₃ / acetonitrile; H₂O

2: HClO₄ / CH₂Cl₂; acetonitrile

3: 87 percent / Et₃N / CH₂Cl₂

4: 99 percent / imidazole / dimethylformamide

With 1H-imidazole; perchloric acid; mercury(II) perchlorate; triethylamine; calcium carbonate; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/1521-3773(20010105)40:1<191::AID-ANIE191>3.0.CO;2-C

upstream raw materials:

tert-butyldimethylsilyl chloride

2,2-Dimethyl-propionic acid (2S,4S,6R,8R,10S)-8-benzyloxymethyl-10-hydroxy-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester

pivaloyl chloride

(S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane

Downstream raw materials:

[(2S,4S,6R,8R,10S)-8-Benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl]-methanol

((2R,4S,6S,8S,10S)-2-Benzyloxymethyl-8-iodomethyl-10-methoxy-1,7-dioxa-spiro[5.5]undec-4-yloxy)-tert-butyl-dimethyl-silane

(S)-1-[(2S,4S,6R,8R,10S)-8-Benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl]-3-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-one

(2R,3R)-1-[(2R,4S,6R,8R,10S)-8-Benzyloxymethyl-10-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl]-3-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-2-ol

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