(E)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hept-4-enoic acid methyl ester

Base Information

Chemical Name:(E)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hept-4-enoic acid methyl ester
CAS No.:176219-65-1
Molecular Formula:C₂₆H₃₆O₅Si
Molecular Weight:456.654
Hs Code.:

Synonyms:(E)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hept-4-enoic acid methyl ester

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Chemical Property of (E)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hept-4-enoic acid methyl ester

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Technology Process of (E)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hept-4-enoic acid methyl ester

There total 6 articles about (E)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hept-4-enoic acid methyl 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: 67.0%

: 176219-64-0
2-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-2-methoxymethoxy-pent-2-enyl]-malonic acid dimethyl ester

: 176219-65-1
(E)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hept-4-enoic acid methyl ester

Guidance literature:: With sodium cyanide; In dimethyl sulfoxide; at 90 ℃; for 64h;
DOI:10.1139/v96-017

Reference yield:

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 176219-65-1
(E)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hept-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi/hexane / 1.) THF, 0 deg C, 10 min, 2.) THF, -78 deg C, 5 min

2: 69 percent / (i-Bu)2AlH/toluene / CH₂Cl₂ / 1 h / -78 °C

3: 86 percent / LiCl, MeSO₂Cl, collidine / dimethylformamide / 1.5 h / Ambient temperature

4: NaH / 1.) THF, DMF, 15 min, room t., 2.) THF, DMF, 2 h, room t.

5: 67 percent / NaCN / dimethylsulfoxide / 64 h / 90 °C

With 2,3,5-trimethyl-pyridine; n-butyllithium; hexane; sodium cyanide; sodium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; toluene; lithium chloride; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1139/v96-017

Reference yield:

: 127047-71-6
3-(tert-butyldiphenylsilyloxy)propan-1-ol

: 176219-65-1
(E)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hept-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) (COCl)2, DMSO, 2.) (i-Pr)2NEt / 1.) CH₂Cl₂, -55 deg C, 50 min, 2.) CH₂Cl₂, -55 deg C to -10 deg C

2: 1.) n-BuLi/hexane / 1.) THF, 0 deg C, 10 min, 2.) THF, -78 deg C, 5 min

3: 69 percent / (i-Bu)2AlH/toluene / CH₂Cl₂ / 1 h / -78 °C

4: 86 percent / LiCl, MeSO₂Cl, collidine / dimethylformamide / 1.5 h / Ambient temperature

5: NaH / 1.) THF, DMF, 15 min, room t., 2.) THF, DMF, 2 h, room t.

6: 67 percent / NaCN / dimethylsulfoxide / 64 h / 90 °C

With 2,3,5-trimethyl-pyridine; n-butyllithium; oxalyl dichloride; hexane; sodium cyanide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; toluene; lithium chloride; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1139/v96-017