(1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((Z)-(R)-4-iodo-1-methyl-but-3-enyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-ene

Base Information

Chemical Name:(1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((Z)-(R)-4-iodo-1-methyl-but-3-enyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-ene
CAS No.:349648-87-9
Molecular Formula:C₃₃H₄₉IO₃Si₂
Molecular Weight:676.826
Hs Code.:

(1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((Z)-(R)-4-iodo-1-methyl-but-3-enyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-ene

Synonyms:(1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((Z)-(R)-4-iodo-1-methyl-but-3-enyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-ene

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Chemical Property of (1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((Z)-(R)-4-iodo-1-methyl-but-3-enyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-ene

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Technology Process of (1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((Z)-(R)-4-iodo-1-methyl-but-3-enyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-ene

There total 3 articles about (1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((Z)-(R)-4-iodo-1-methyl-but-3-enyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-ene 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:

: 3020-28-8
(iodomethyl)triphenylphosphonium iodide

: (R)-3-[(1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-en-1-yl]-butyraldehyde

: 349648-87-9
(1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((Z)-(R)-4-iodo-1-methyl-but-3-enyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-ene

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - -30 ℃; for 0.583333h;
DOI:10.1021/ja010643u

Reference yield:

: (R)-3-{3-[(1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-en-1-yl]-butyryl}-4-phenyl-oxazolidin-2-one

: 349648-87-9
(1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((Z)-(R)-4-iodo-1-methyl-but-3-enyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / LiBH₄; methanol / tetrahydrofuran / 1 h / 0 °C

2: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 0.67 h / -78 °C

3: 657 mg / sodium hexamethyldisilazide; HMPA / tetrahydrofuran / 0.58 h / -78 - -30 °C

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium borohydride; oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2: Swern oxidation;
DOI:10.1021/ja010643u

Reference yield:

: 349649-08-7
(R)-3-[(1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-en-1-yl]-butan-1-ol

: 349648-87-9
(1R,2S,3R,5R)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((Z)-(R)-4-iodo-1-methyl-but-3-enyl)-3-phenylethynyl-3-trimethylsilanyloxy-8-oxa-bicyclo[3.2.1]oct-6-ene

Guidance literature:: Multi-step reaction with 2 steps

1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 0.67 h / -78 °C

2: 657 mg / sodium hexamethyldisilazide; HMPA / tetrahydrofuran / 0.58 h / -78 - -30 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Swern oxidation;
DOI:10.1021/ja010643u