Acetic acid (4Z,7Z)-(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3S)-3-hydroxymethyl-oxiranylmethyl)-deca-4,7-dienyl ester

Base Information

Chemical Name:Acetic acid (4Z,7Z)-(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3S)-3-hydroxymethyl-oxiranylmethyl)-deca-4,7-dienyl ester
CAS No.:116612-08-9
Molecular Formula:C₃₂H₄₄O₅Si
Molecular Weight:536.784
Hs Code.:

Synonyms:Acetic acid (4Z,7Z)-(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3S)-3-hydroxymethyl-oxiranylmethyl)-deca-4,7-dienyl ester

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Chemical Property of Acetic acid (4Z,7Z)-(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3S)-3-hydroxymethyl-oxiranylmethyl)-deca-4,7-dienyl ester

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Technology Process of Acetic acid (4Z,7Z)-(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3S)-3-hydroxymethyl-oxiranylmethyl)-deca-4,7-dienyl ester

There total 11 articles about Acetic acid (4Z,7Z)-(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3S)-3-hydroxymethyl-oxiranylmethyl)-deca-4,7-dienyl 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: 81.0%

: 116612-07-8
Acetic acid (4Z,7Z)-(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((Z)-4-hydroxy-but-2-enyl)-deca-4,7-dienyl ester

: 116612-08-9
Acetic acid (4Z,7Z)-(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3S)-3-hydroxymethyl-oxiranylmethyl)-deca-4,7-dienyl ester

Guidance literature:: With tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; Ti(OC₃H₇)4,TBHP,L-(+)-DET; In dichloromethane; at -20 ℃; for 24h;
DOI:10.1016/S0040-4039(00)80183-5

Reference yield:

: 101339-96-2
(2E,5Z,8Z)-2,5,8-undecatrien-1-ol

: 116612-08-9
Acetic acid (4Z,7Z)-(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3S)-3-hydroxymethyl-oxiranylmethyl)-deca-4,7-dienyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / D-(-)-diethyl tartrate, tert-butyl hydroperoxide, Ti(OPri)4 / CH₂Cl₂ / 10 h / -20 °C

2: 60 percent

3: pyridinium p-toluenesulphonate / CH₂Cl₂

4: 85 percent / BF_3.OEt₂

5: pyridine

6: cond. AcOH / methanol

7: imidazol / DMAP / dimethylformamide / 20 h

8: p-toluenesulfonic acid / methanol

9: 93 percent / Lindlar

10: 81 percent / Ti(OC₃H₇)4,TBHP,L-(+)-DET / CH₂Cl₂ / 24 h / -20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; diethyl (2R,3R)-tartrate; Ti(OC₃H₇)4,TBHP,L-(+)-DET; boron trifluoride diethyl etherate; acetic acid; dmap; Lindlar's catalyst; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)80183-5

Reference yield:

: Acetic acid (4Z,7Z)-(1R,2S)-2-hydroxy-1-[3-(tetrahydro-pyran-4-yloxy)-prop-2-ynyl]-deca-4,7-dienyl ester

: 116612-08-9
Acetic acid (4Z,7Z)-(1R,2S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3S)-3-hydroxymethyl-oxiranylmethyl)-deca-4,7-dienyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: imidazol / DMAP / dimethylformamide / 20 h

2: p-toluenesulfonic acid / methanol

3: 93 percent / Lindlar

4: 81 percent / Ti(OC₃H₇)4,TBHP,L-(+)-DET / CH₂Cl₂ / 24 h / -20 °C

With 1H-imidazole; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; Ti(OC₃H₇)4,TBHP,L-(+)-DET; dmap; Lindlar's catalyst; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)80183-5