(1S,2S,3R)-(2-benzyloxy-3-trityloxymethylcyclopentyloxy)-tert-butyldimethylsilane

Base Information

• Chemical Name: (1S,2S,3R)-(2-benzyloxy-3-trityloxymethylcyclopentyloxy)-tert-butyldimethylsilane
• CAS No.: 1087192-38-8
• Molecular Formula: C₃₈H₄₆O₃Si
• Molecular Weight: 578.867

Synonyms:(1S,2S,3R)-(2-benzyloxy-3-trityloxymethylcyclopentyloxy)-tert-butyldimethylsilane

Chemical Property of (1S,2S,3R)-(2-benzyloxy-3-trityloxymethylcyclopentyloxy)-tert-butyldimethylsilane

Chemical Property:

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Technology Process of (1S,2S,3R)-(2-benzyloxy-3-trityloxymethylcyclopentyloxy)-tert-butyldimethylsilane

There total 1 articles about (1S,2S,3R)-(2-benzyloxy-3-trityloxymethylcyclopentyloxy)-tert-butyldimethylsilane 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: 86.0%

(2R,3S,4S)-[3-benzyloxy-4-(tert-butyldimethylsilyloxy)-2-trityloxymethyl]cyclopentan-1-one-1,3-propanedithioketal (870294-71-6) → (1S,2S,3R)-(2-benzyloxy-3-trityloxymethylcyclopentyloxy)-tert-butyldimethylsilane (1087192-38-8)

Guidance literature:

With nickel; In ethanol; for 4h; Inert atmosphere; Reflux;

DOI:10.1021/jo801848h

Reference yield: 92.0%

(1S,2S,3R)-(2-benzyloxy-3-trityloxymethylcyclopentyloxy)-tert-butyldimethylsilane (1087192-38-8) → (1S,2S,3R)-2-benzyloxy-3-trityloxymethylcyclopentan-1-ol (1087192-42-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo801848h

Reference yield: 29.0%

(1S,2S,3R)-(2-benzyloxy-3-trityloxymethylcyclopentyloxy)-tert-butyldimethylsilane (1087192-38-8) → (1S,2S,5R)-2-tert-butyldimethylsilanyloxy-5-hydroxymethyl-cyclopentanol (1087192-91-3) + (1S,2S,3R)-3-trityloxymethyl-cyclopentane-1,2-diol (1087192-93-5) + (1S,2S,5R)-2-tert-butyldimethylsilanyloxy-5-trityloxymethyl-cyclopentanol (1087192-89-9)

Guidance literature:

With 5% Pd/C; hydrogen; In tetrahydrofuran; at 20 ℃; for 72h; Inert atmosphere;

DOI:10.1021/jo801848h

upstream raw materials:

(2R,3S,4S)-[3-benzyloxy-4-(tert-butyldimethylsilyloxy)-2-trityloxymethyl]cyclopentan-1-one-1,3-propanedithioketal

Downstream raw materials:

(1S,2S,5R)-2-tert-butyldimethylsilanyloxy-5-hydroxymethyl-cyclopentanol

(1S,2S,3R)-3-trityloxymethyl-cyclopentane-1,2-diol

(1S,2S,5R)-2-tert-butyldimethylsilanyloxy-5-trityloxymethyl-cyclopentanol

(1S,2S,3R)-2-benzyloxy-3-trityloxymethylcyclopentan-1-ol

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