(1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-methoxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane

Base Information

Chemical Name:(1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-methoxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane
CAS No.:716371-60-7
Molecular Formula:C₃₁H₅₁NO₅Si
Molecular Weight:545.835
Hs Code.:

(1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-methoxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane

Synonyms:(1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-methoxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane

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Chemical Property of (1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-methoxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane

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Technology Process of (1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-methoxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane

There total 4 articles about (1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-methoxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane 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: 75.0%

: 420-37-1
trimethoxonium tetrafluoroborate

: 716371-48-1
(1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-hydroxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane

: 716371-60-7
(1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-methoxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane

Guidance literature:: With 4 A molecular sieve; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/jo0497499

Reference yield:

: 120205-56-3
benzyl methyl[(2S,3S)-3-methyl-1-oxopentan-2-yl]carbamate

: 716371-60-7
(1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-methoxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 75 percent / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.1: 75 percent / molecular sieves 4 Angstroem / CH₂Cl₂ / 24 h / 20 °C

With n-butyllithium; 4 A molecular sieve; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo0497499

Reference yield:

: (2S,3S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-pentanoic acid methyl ester

: 716371-60-7
(1R)-2-endo-[(3R,4S,5S)-4-(N-benzyloxycarbonyl-N-methylamino)-3-methoxy-5-methylheptanoyl]-2-exo-trimethylsilyloxy-1,7,7-trimethylbicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 3 steps

1.1: DIBAL / hexane; tetrahydrofuran / -78 - -65 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 75 percent / hexane; tetrahydrofuran / 0.5 h / -78 °C

3.1: 75 percent / molecular sieves 4 Angstroem / CH₂Cl₂ / 24 h / 20 °C

With n-butyllithium; 4 A molecular sieve; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo0497499