(3aR,5R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]furan-2-one

Base Information

• Chemical Name: (3aR,5R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]furan-2-one
• CAS No.: 168777-39-7
• Molecular Formula: C₂₃H₂₈O₄Si
• Molecular Weight: 396.558

Synonyms:(3aR,5R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]furan-2-one

Chemical Property of (3aR,5R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]furan-2-one

Chemical Property:

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Technology Process of (3aR,5R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]furan-2-one

There total 11 articles about (3aR,5R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]furan-2-one 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: 93.0%

carbon monoxide (201230-82-2) + (2R,4R)-1-(tert-Butyl-diphenyl-silanyloxy)-hex-5-ene-2,4-diol (152518-69-9) → (3aR,5R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]furan-2-one (168777-39-7)

Guidance literature:

With sodium acetate; copper dichloride; palladium dichloride; In acetic acid; Ambient temperature;

DOI:10.1021/jo972066r

Reference yield: 85.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (3aR,5R,6aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-tetrahydro-furo[3,2-b]furan-2-one (168777-36-4) → (3aR,5R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]furan-2-one (168777-39-7)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 19h;

DOI:10.1016/00404-0399(50)1100V-

Reference yield:

(1S,5R,7R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4,8-dioxa-bicyclo[5.1.0]octan-3-one → (3aR,5R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]furan-2-one (168777-39-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; at 0 - 25 ℃; for 6h;

DOI:10.1016/j.tetlet.2006.08.059

upstream raw materials:

tert-butylchlorodiphenylsilane

(3aR,5R,6aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-tetrahydro-furo[3,2-b]furan-2-one

carbon monoxide

(2R,4R)-1-(tert-Butyl-diphenyl-silanyloxy)-hex-5-ene-2,4-diol

Downstream raw materials:

(2R,3R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((E)-5-trimethylsilanyl-pent-2-en-4-ynyl)-tetrahydro-furan-3-ol

Acetic acid (2R,3R,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-((E)-5-trimethylsilanyl-pent-2-en-4-ynyl)-tetrahydro-furan-3-yl ester

[(2R,3R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-2-yl]-acetaldehyde

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