{(2S,6S,8S,9R)-8-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid methyl ester

Base Information

Chemical Name:{(2S,6S,8S,9R)-8-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid methyl ester
CAS No.:207572-47-2
Molecular Formula:C₃₂H₄₆O₅Si
Molecular Weight:538.8
Hs Code.:

Synonyms:{(2S,6S,8S,9R)-8-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid methyl ester

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Chemical Property of {(2S,6S,8S,9R)-8-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid methyl ester

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Technology Process of {(2S,6S,8S,9R)-8-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid methyl ester

There total 13 articles about {(2S,6S,8S,9R)-8-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic 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: 85.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 207572-46-1
[(2S,6S,8S,9R)-8-((R)-2-Hydroxy-1-methyl-ethyl)-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl]-acetic acid methyl ester

: 207572-47-2
{(2S,6S,8S,9R)-8-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid methyl ester

Guidance literature:: With impramine; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(98)00320-7

Reference yield:

: 125873-80-5
((2S,3R)-3-((R)-1-(benzyloxy)propan-2-yl)oxiran-2-yl)methanol

: 207572-47-2
{(2S,6S,8S,9R)-8-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: CrO₃, py / CH₂Cl₂ / 0 °C

2: benzene / Ambient temperature

3: 85 percent / H₂O; CH₂Cl₂ / -30 °C

4: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

5: 95 percent / Mg / methanol / Ambient temperature

6: DIBAL-H / CH₂Cl₂ / -78 °C

7: 78 percent / Mg / diethyl ether / 0 °C

8: 76 percent / PCC / CH₂Cl₂ / 0 °C

9: 1.) O₃, Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) C₆H₆, r.t.

10: 71 percent / HF-py / tetrahydrofuran / 12 h

11: 62 percent / NaOMe / CH₂Cl₂ / Ambient temperature

12: 95 percent / H₂ / Pd-C / ethanol

13: 85 percent / Im / CH₂Cl₂ / 0 °C

With pyridine; 2,6-dimethylpyridine; chromium(VI) oxide; impramine; hydrogen; sodium methylate; diisobutylaluminium hydride; pyridine hydrogenfluoride; ozone; magnesium; triphenylphosphine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; benzene;
DOI:10.1016/S0040-4039(98)00320-7

Reference yield:

: 179944-92-4
(E)-(4R,5S,6R)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-hept-2-enoic acid ethyl ester

: 207572-47-2
{(2S,6S,8S,9R)-8-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / Mg / methanol / Ambient temperature

2: DIBAL-H / CH₂Cl₂ / -78 °C

3: 78 percent / Mg / diethyl ether / 0 °C

4: 76 percent / PCC / CH₂Cl₂ / 0 °C

5: 1.) O₃, Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) C₆H₆, r.t.

6: 71 percent / HF-py / tetrahydrofuran / 12 h

7: 62 percent / NaOMe / CH₂Cl₂ / Ambient temperature

8: 95 percent / H₂ / Pd-C / ethanol

9: 85 percent / Im / CH₂Cl₂ / 0 °C

With impramine; hydrogen; sodium methylate; diisobutylaluminium hydride; pyridine hydrogenfluoride; ozone; magnesium; triphenylphosphine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(98)00320-7