toluene-4-sulfonic acid 2-[3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-enyl ester

Base Information

Chemical Name:toluene-4-sulfonic acid 2-[3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-enyl ester
CAS No.:325172-42-7
Molecular Formula:C₃₃H₅₂O₈SSi
Molecular Weight:636.923
Hs Code.:

toluene-4-sulfonic acid 2-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-enyl ester

Synonyms:toluene-4-sulfonic acid 2-[3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-enyl ester

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Chemical Property of toluene-4-sulfonic acid 2-[3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-enyl ester

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Technology Process of toluene-4-sulfonic acid 2-[3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-enyl ester

There total 8 articles about toluene-4-sulfonic acid 2-[3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-enyl 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: 91.0%

: 98-59-9
p-toluenesulfonyl chloride

: 325172-32-5
2-[3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-en-1-ol

: 325172-42-7
toluene-4-sulfonic acid 2-[3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-enyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane;
DOI:10.1002/1521-3773(20001201)39:23<4308::AID-ANIE4308>3.0.CO;2-4

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 325172-42-7
toluene-4-sulfonic acid 2-[3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: diethyl ether / -78 °C

1.2: 96 percent / NaOOH / diethyl ether

2.1: 94 percent / imidazole; DMAP / dimethylformamide

3.1: 4-methylmorpholine N-oxide; aq. OsO₄ / acetone

4.1: Pb(OAc)4; pyridine / benzene

5.1: TiCl₄; i-Pr₂NEt / CH₂Cl₂ / -78 °C

5.2: 95 percent / CH₂Cl₂ / -78 °C

6.1: 91 percent / NaI; i-Pr₂NEt / CH₂Cl₂

7.1: 82 percent / LiEt₃BH / tetrahydrofuran / -78 - 20 °C

8.1: 91 percent / Et₃N; DMAP / CH₂Cl₂

With pyridine; 1H-imidazole; lead(IV) acetate; dmap; osmium(VIII) oxide; titanium tetrachloride; lithium triethylborohydride; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1002/1521-3773(20001201)39:23<4308::AID-ANIE4308>3.0.CO;2-4

Reference yield:

: 325172-29-0
(3R)-1-[(4-methoxybenzyl)oxy]hex-5-en-3-ol

: 325172-42-7
toluene-4-sulfonic acid 2-[3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-1-methoxymethoxy-pentyl]-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 94 percent / imidazole; DMAP / dimethylformamide

2.1: 4-methylmorpholine N-oxide; aq. OsO₄ / acetone

3.1: Pb(OAc)4; pyridine / benzene

4.1: TiCl₄; i-Pr₂NEt / CH₂Cl₂ / -78 °C

4.2: 95 percent / CH₂Cl₂ / -78 °C

5.1: 91 percent / NaI; i-Pr₂NEt / CH₂Cl₂

6.1: 82 percent / LiEt₃BH / tetrahydrofuran / -78 - 20 °C

7.1: 91 percent / Et₃N; DMAP / CH₂Cl₂

With pyridine; 1H-imidazole; lead(IV) acetate; dmap; osmium(VIII) oxide; titanium tetrachloride; lithium triethylborohydride; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1002/1521-3773(20001201)39:23<4308::AID-ANIE4308>3.0.CO;2-4