(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol

Base Information

• Chemical Name: (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol
• CAS No.: 213777-19-6
• Molecular Formula: C₃₆H₆₀O₄Si₃
• Molecular Weight: 641.126

Synonyms:(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol

Chemical Property of (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol

There total 1 articles about (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol 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: 97.0%

(1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane (213777-18-5) → (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol (213777-19-6)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -80 ℃; for 0.5h;

DOI:10.1016/S0040-4039(03)00171-0

Reference yield: 89.0%

hexyltriphenylphosphonium bromide (4762-26-9) + (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol (213777-19-6) → C42H72O3Si3 (377078-52-9)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -80 - 20 ℃; for 2h;

DOI:10.1016/S0960-894X(01)00473-5

Reference yield: 83.0%

(3,3-diisopropoxy-propyl)-triphenyl-phosphonium bromide (72931-54-5) + (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol (213777-19-6) → (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5,5-bis(isopropyloxy)pent-2-enyl]-1,4-di-O-(triethylsilyl)cyclopentane-1,4-diol (213777-20-9)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; -80 deg C; 20 deg C, 2 h;

DOI:10.1016/S0040-4039(98)01290-8

upstream raw materials:

(1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane

Downstream raw materials:

(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5,5-bis(isopropyloxy)pent-2-enyl]-1,4-di-O-(triethylsilyl)cyclopentane-1,4-diol

C₄₅H₇₄O₃Si₃

(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]-1,4-bis(triethylsilyl)cyclopentane-1,4-diol

C₄₂H₇₂O₃Si₃

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