(1aR,5aR,8S,8aR)-4-Trichloromethyl-8-triisopropylsilanyloxy-1a,2,5a,8-tetrahydro-1H-3-oxa-5-aza-cyclopropa[d]azulene

Base Information

Chemical Name:(1aR,5aR,8S,8aR)-4-Trichloromethyl-8-triisopropylsilanyloxy-1a,2,5a,8-tetrahydro-1H-3-oxa-5-aza-cyclopropa[d]azulene
CAS No.:172909-44-3
Molecular Formula:C₁₉H₃₀Cl₃NO₂Si
Molecular Weight:438.897
Hs Code.:

Synonyms:(1aR,5aR,8S,8aR)-4-Trichloromethyl-8-triisopropylsilanyloxy-1a,2,5a,8-tetrahydro-1H-3-oxa-5-aza-cyclopropa[d]azulene

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Chemical Property of (1aR,5aR,8S,8aR)-4-Trichloromethyl-8-triisopropylsilanyloxy-1a,2,5a,8-tetrahydro-1H-3-oxa-5-aza-cyclopropa[d]azulene

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Technology Process of (1aR,5aR,8S,8aR)-4-Trichloromethyl-8-triisopropylsilanyloxy-1a,2,5a,8-tetrahydro-1H-3-oxa-5-aza-cyclopropa[d]azulene

There total 1 articles about (1aR,5aR,8S,8aR)-4-Trichloromethyl-8-triisopropylsilanyloxy-1a,2,5a,8-tetrahydro-1H-3-oxa-5-aza-cyclopropa[d]azulene 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: 95.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 172909-43-2
(1aR,5aR,8S,8aR)-4-Trichloromethyl-1a,2,5a,8-tetrahydro-1H-3-oxa-5-aza-cyclopropa[d]azulen-8-ol

: 172909-44-3
(1aR,5aR,8S,8aR)-4-Trichloromethyl-8-triisopropylsilanyloxy-1a,2,5a,8-tetrahydro-1H-3-oxa-5-aza-cyclopropa[d]azulene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane;
DOI:10.1021/ja00152a026

Reference yield:

: 172909-44-3
(1aR,5aR,8S,8aR)-4-Trichloromethyl-8-triisopropylsilanyloxy-1a,2,5a,8-tetrahydro-1H-3-oxa-5-aza-cyclopropa[d]azulene

: 172909-51-2
Acetic acid (1R,2S,3S,4R,5R)-2-acetoxy-3-(2-chloro-acetylamino)-4-(3-oxo-3-phenyl-propyl)-5-triisopropylsilanyloxy-cyclopentyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / Li₂NiBr₄ / tetrahydrofuran

2: 65 percent / dimethyldioxirane / acetone

3: 87 percent / BF₃*Et₂O / toluene

4: 75 percent / Bu₃SnH, Et₃B, NaBH₄ / ethanol

5: 1.) PPTS, 2.) DMAP / 1.) H₂O, MeCN,

6: 83 percent / Chx₂BH, H₂O₂ / diethyl ether

7: 83 percent / (COCl)2, DMSO

8: 60 percent / LiBr / tetrahydrofuran

With dmap; sodium tetrahydroborate; oxalyl dichloride; triethyl borane; dilithium tetrabromonickelate(II); boron trifluoride diethyl etherate; bis(cyclohexanyl)borane; dihydrogen peroxide; tri-n-butyl-tin hydride; 3,3-dimethyldioxirane; pyridinium p-toluenesulfonate; dimethyl sulfoxide; lithium bromide; In tetrahydrofuran; diethyl ether; ethanol; acetone; toluene;
DOI:10.1021/ja00152a026