(S)-((3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethyl-silyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-yl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Base Information

Chemical Name:(S)-((3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethyl-silyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-yl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
CAS No.:1466415-10-0
Molecular Formula:C₄₉H₇₉F₃O₇Si₂
Molecular Weight:893.328
Hs Code.:

(S)-((3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethyl-silyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-yl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Synonyms:(S)-((3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethyl-silyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-yl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Property of (S)-((3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethyl-silyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-yl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Technology Process of (S)-((3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethyl-silyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-yl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

There total 6 articles about (S)-((3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethyl-silyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-yl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 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: 94.0%

: 1466415-08-6
(3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethylsilyl-oxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-ol

: 20445-33-4,39637-99-5
(R)-methoxytrifluoromethylphenylacetyl chloride

: 1466415-10-0
(S)-((3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethyl-silyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-yl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1002/chem.201301796

Reference yield:

: 1466415-09-7
(3R,8S,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethylsilyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-one

: 1466415-10-0
(S)-((3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethyl-silyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-yl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 0.08 h / -78 °C

1.2: 25 h / -78 - -20 °C

2.1: pyridine; dmap / dichloromethane / 15 h / 20 °C

With pyridine; dmap; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In dichloromethane; toluene;
DOI:10.1002/chem.201301796

Reference yield:

: 1466415-07-5
(3S,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-enal

: 1466415-10-0
(S)-((3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethyl-silyloxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-yl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tert.-butyl lithium / diethyl ether; pentane / 0.5 h / -78 °C

1.2: 18 h / -78 °C

1.3: 1.5 h / 20 °C

2.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 0.08 h / -78 °C

2.2: 25 h / -78 - -20 °C

3.1: pyridine; dmap / dichloromethane / 15 h / 20 °C

With pyridine; dmap; tert.-butyl lithium; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In diethyl ether; dichloromethane; toluene; pentane;
DOI:10.1002/chem.201301796