(3R,4R,4aS)-4-Benzyloxy-4-methyl-3-((R)-3-methyl-hept-1-ynyl)-hexahydro-pyrrolo[1,2-c][1,3]oxazine

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Chemical Name:(3R,4R,4aS)-4-Benzyloxy-4-methyl-3-((R)-3-methyl-hept-1-ynyl)-hexahydro-pyrrolo[1,2-c][1,3]oxazine
CAS No.:182001-21-4
Molecular Formula:C₂₃H₃₃NO₂
Molecular Weight:355.521
Hs Code.:

Synonyms:(3R,4R,4aS)-4-Benzyloxy-4-methyl-3-((R)-3-methyl-hept-1-ynyl)-hexahydro-pyrrolo[1,2-c][1,3]oxazine

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Chemical Property of (3R,4R,4aS)-4-Benzyloxy-4-methyl-3-((R)-3-methyl-hept-1-ynyl)-hexahydro-pyrrolo[1,2-c][1,3]oxazine

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Technology Process of (3R,4R,4aS)-4-Benzyloxy-4-methyl-3-((R)-3-methyl-hept-1-ynyl)-hexahydro-pyrrolo[1,2-c][1,3]oxazine

There total 14 articles about (3R,4R,4aS)-4-Benzyloxy-4-methyl-3-((R)-3-methyl-hept-1-ynyl)-hexahydro-pyrrolo[1,2-c][1,3]oxazine 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: 90.0%

: 182001-13-4
[(S)-2-((1R,2R,5R)-1-Benzyloxy-2-hydroxy-1,5-dimethyl-non-3-ynyl)-pyrrolidin-1-yl]-acetonitrile

: 182001-21-4
(3R,4R,4aS)-4-Benzyloxy-4-methyl-3-((R)-3-methyl-hept-1-ynyl)-hexahydro-pyrrolo[1,2-c][1,3]oxazine

Guidance literature:: With silver nitrate; In ethanol; for 20h; Ambient temperature;
DOI:10.1021/ja961640y

Reference yield:

: 66050-98-4
(2R)-methyl-1-hexanol

: 182001-21-4
(3R,4R,4aS)-4-Benzyloxy-4-methyl-3-((R)-3-methyl-hept-1-ynyl)-hexahydro-pyrrolo[1,2-c][1,3]oxazine

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -78 °C

2: 1.) Ph₃P / 1.) CH₂Cl₂, -10 deg C, 20 min, 2.) CH₂Cl₂, a) -78 deg C, 10 min, b) -20 deg C, 30 min

3: 1.) n-BuLi / 1.) THF, -78 deg C, 2 h, 2.) THF, a) -78 deg C, 2 h, b) -50 deg C, 8 h

4: 90 percent / AgNO₃ / ethanol / 20 h / Ambient temperature

With n-butyllithium; oxalyl dichloride; silver nitrate; dimethyl sulfoxide; triphenylphosphine; In ethanol; dichloromethane;
DOI:10.1021/ja961640y

Reference yield:

: 132151-88-3
R-(-)-2-methylhexanal

: 182001-21-4
(3R,4R,4aS)-4-Benzyloxy-4-methyl-3-((R)-3-methyl-hept-1-ynyl)-hexahydro-pyrrolo[1,2-c][1,3]oxazine

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Ph₃P / 1.) CH₂Cl₂, -10 deg C, 20 min, 2.) CH₂Cl₂, a) -78 deg C, 10 min, b) -20 deg C, 30 min

2: 1.) n-BuLi / 1.) THF, -78 deg C, 2 h, 2.) THF, a) -78 deg C, 2 h, b) -50 deg C, 8 h

3: 90 percent / AgNO₃ / ethanol / 20 h / Ambient temperature

With n-butyllithium; silver nitrate; triphenylphosphine; In ethanol;
DOI:10.1021/ja961640y