2-O-(tert-butyldiphenylsilyl)-1-O-<(2,4,6-triisopropylphenyl)sulfonyl>-7-O-(triphenylmethyl)-3(Z),5(E)-heptadiene-1,2(S),7-triol

Base Information

Chemical Name:2-O-(tert-butyldiphenylsilyl)-1-O-<(2,4,6-triisopropylphenyl)sulfonyl>-7-O-(triphenylmethyl)-3(Z),5(E)-heptadiene-1,2(S),7-triol
CAS No.:111670-26-9
Molecular Formula:C₅₇H₆₆O₅SSi
Molecular Weight:891.3
Hs Code.:

Synonyms:2-O-(tert-butyldiphenylsilyl)-1-O-<(2,4,6-triisopropylphenyl)sulfonyl>-7-O-(triphenylmethyl)-3(Z),5(E)-heptadiene-1,2(S),7-triol

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Chemical Property of 2-O-(tert-butyldiphenylsilyl)-1-O-<(2,4,6-triisopropylphenyl)sulfonyl>-7-O-(triphenylmethyl)-3(Z),5(E)-heptadiene-1,2(S),7-triol

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Technology Process of 2-O-(tert-butyldiphenylsilyl)-1-O-<(2,4,6-triisopropylphenyl)sulfonyl>-7-O-(triphenylmethyl)-3(Z),5(E)-heptadiene-1,2(S),7-triol

There total 12 articles about 2-O-(tert-butyldiphenylsilyl)-1-O-<(2,4,6-triisopropylphenyl)sulfonyl>-7-O-(triphenylmethyl)-3(Z),5(E)-heptadiene-1,2(S),7-triol 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: 87.0%

: 111670-25-8
2,4,6-Triisopropyl-benzenesulfonic acid (3Z,5E)-(R)-2-hydroxy-7-trityloxy-hepta-3,5-dienyl ester

: 58479-61-1
tert-butylchlorodiphenylsilane

: 111670-26-9
2-O-(tert-butyldiphenylsilyl)-1-O-<(2,4,6-triisopropylphenyl)sulfonyl>-7-O-(triphenylmethyl)-3(Z),5(E)-heptadiene-1,2(S),7-triol

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; Ambient temperature;
DOI:10.1139/v87-244

Reference yield:

: 22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7
2-deoxy-D-ribose

: 111670-26-9
2-O-(tert-butyldiphenylsilyl)-1-O-<(2,4,6-triisopropylphenyl)sulfonyl>-7-O-(triphenylmethyl)-3(Z),5(E)-heptadiene-1,2(S),7-triol

Guidance literature:: Multi-step reaction with 11 steps

2: (i-Pr)2NEt / DMAP / CH₂Cl₂

3: pyridine; CH₂Cl₂

4: DBU / pyridine

5: 92 percent / LDA / tetrahydrofuran / 0 °C

6: 89 percent / triphenylphosphine, DEAD / tetrahydrofuran / Ambient temperature

7: 79 percent / DIBAH / toluene / -10 deg C to room temp.

8: DMAP / pyridine / 50 °C

9: tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

10: 63 percent / triethylamine / CH₂Cl₂ / Ambient temperature

11: 87 percent / (i-Pr)2NEt / CH₂Cl₂ / Ambient temperature

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; dmap; In tetrahydrofuran; pyridine; dichloromethane; toluene;
DOI:10.1139/v87-244

Reference yield:

: 79308-52-4
ethyl 2-[(4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]acetate

: 111670-26-9
2-O-(tert-butyldiphenylsilyl)-1-O-<(2,4,6-triisopropylphenyl)sulfonyl>-7-O-(triphenylmethyl)-3(Z),5(E)-heptadiene-1,2(S),7-triol

Guidance literature:: Multi-step reaction with 10 steps

1: (i-Pr)2NEt / DMAP / CH₂Cl₂

2: pyridine; CH₂Cl₂

3: DBU / pyridine

4: 92 percent / LDA / tetrahydrofuran / 0 °C

5: 89 percent / triphenylphosphine, DEAD / tetrahydrofuran / Ambient temperature

6: 79 percent / DIBAH / toluene / -10 deg C to room temp.

7: DMAP / pyridine / 50 °C

8: tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

9: 63 percent / triethylamine / CH₂Cl₂ / Ambient temperature

10: 87 percent / (i-Pr)2NEt / CH₂Cl₂ / Ambient temperature

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; dmap; In tetrahydrofuran; pyridine; dichloromethane; toluene;
DOI:10.1139/v87-244