(1S ,7aS)-tetrahydro-1-methyl-1-<6-(benzyloxy)-4(R)-methyl-2-(trimethylsilyl)-2(Z)-hexenyl>-1H,3H-pyrrolo<1,2-c>oxazol-3-one

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Chemical Name:(1S ,7aS)-tetrahydro-1-methyl-1-<6-(benzyloxy)-4(R)-methyl-2-(trimethylsilyl)-2(Z)-hexenyl>-1H,3H-pyrrolo<1,2-c>oxazol-3-one
CAS No.:90246-44-9
Molecular Formula:C₂₄H₃₇NO₃Si
Molecular Weight:415.648
Hs Code.:

Synonyms:(1S ,7aS)-tetrahydro-1-methyl-1-<6-(benzyloxy)-4(R)-methyl-2-(trimethylsilyl)-2(Z)-hexenyl>-1H,3H-pyrrolo<1,2-c>oxazol-3-one

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Chemical Property of (1S ,7aS)-tetrahydro-1-methyl-1-<6-(benzyloxy)-4(R)-methyl-2-(trimethylsilyl)-2(Z)-hexenyl>-1H,3H-pyrrolo<1,2-c>oxazol-3-one

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Technology Process of (1S ,7aS)-tetrahydro-1-methyl-1-<6-(benzyloxy)-4(R)-methyl-2-(trimethylsilyl)-2(Z)-hexenyl>-1H,3H-pyrrolo<1,2-c>oxazol-3-one

There total 13 articles about (1S ,7aS)-tetrahydro-1-methyl-1-<6-(benzyloxy)-4(R)-methyl-2-(trimethylsilyl)-2(Z)-hexenyl>-1H,3H-pyrrolo<1,2-c>oxazol-3-one 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:

: chloroformate ester of 5-(benzyloxy)-1-pentyn-3-ol

: 90246-44-9
(1S ,7aS)-tetrahydro-1-methyl-1-<6-(benzyloxy)-4(R)-methyl-2-(trimethylsilyl)-2(Z)-hexenyl>-1H,3H-pyrrolo<1,2-c>oxazol-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 37 percent

2: 67 percent / Cl₃SiH

3: 65 percent / diethyl ether / 0.5 h / Heating

4: 85 percent / 4-(dimethylamino)pyridine, pyridine

5: 1) CuI / 1) ether, 2) THF, 23 deg C, 10 min

6: 1) i-Bu₂AlH, MeLi / 1) hexane, THF, 23 deg C, 0.5+0.5 h, 2) THF, 60 deg C, 25 h

With pyridine; dmap; copper(l) iodide; trichlorosilane; methyllithium; diisobutylaluminium hydride; In diethyl ether;
DOI:10.1021/ja00327a022

Reference yield:

: 51207-68-2
(2S)-N-Benzyloxycarbony-2-(1'-hydroxy-1'-methylethyl)pyrrolidine

: 90246-44-9
(1S ,7aS)-tetrahydro-1-methyl-1-<6-(benzyloxy)-4(R)-methyl-2-(trimethylsilyl)-2(Z)-hexenyl>-1H,3H-pyrrolo<1,2-c>oxazol-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: SOCl₂, Et₃N / tetrahydrofuran / 0.5 h / -50 - -45 °C

2: 37 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 3 h / 25 °C

3: 1) i-Bu₂AlH, MeLi / 1) hexane, THF, 23 deg C, 0.5+0.5 h, 2) THF, 60 deg C, 25 h

With thionyl chloride; methyllithium; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00327a022

Reference yield:

: 51207-70-6
(2S)-N-Benzyloxycarbony-2-(1'-methylethenyl)pyrrolidine

: 90246-44-9
(1S ,7aS)-tetrahydro-1-methyl-1-<6-(benzyloxy)-4(R)-methyl-2-(trimethylsilyl)-2(Z)-hexenyl>-1H,3H-pyrrolo<1,2-c>oxazol-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 37 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 3 h / 25 °C

2: 1) i-Bu₂AlH, MeLi / 1) hexane, THF, 23 deg C, 0.5+0.5 h, 2) THF, 60 deg C, 25 h

With methyllithium; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/ja00327a022