(1aS,3aR,4R,5R,6aS,6bS)-4-Benzyloxy-5-methoxy-hexahydro-1,3,6-trioxa-cyclopropa[e]indene

Base Information

Chemical Name:(1aS,3aR,4R,5R,6aS,6bS)-4-Benzyloxy-5-methoxy-hexahydro-1,3,6-trioxa-cyclopropa[e]indene
CAS No.:828914-47-2
Molecular Formula:C₁₅H₁₈O₅
Molecular Weight:278.305
Hs Code.:

Synonyms:(1aS,3aR,4R,5R,6aS,6bS)-4-Benzyloxy-5-methoxy-hexahydro-1,3,6-trioxa-cyclopropa[e]indene

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Chemical Property of (1aS,3aR,4R,5R,6aS,6bS)-4-Benzyloxy-5-methoxy-hexahydro-1,3,6-trioxa-cyclopropa[e]indene

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Technology Process of (1aS,3aR,4R,5R,6aS,6bS)-4-Benzyloxy-5-methoxy-hexahydro-1,3,6-trioxa-cyclopropa[e]indene

There total 6 articles about (1aS,3aR,4R,5R,6aS,6bS)-4-Benzyloxy-5-methoxy-hexahydro-1,3,6-trioxa-cyclopropa[e]indene 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:

: (3R,4S,5R)-2-Methoxy-5-vinyl-tetrahydro-furan-3,4-diol

: 828914-47-2
(1aS,3aR,4R,5R,6aS,6bS)-4-Benzyloxy-5-methoxy-hexahydro-1,3,6-trioxa-cyclopropa[e]indene

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / dibutyltin oxide; n-Bu₄NI; molecular sieves 4 Angstroem / acetonitrile / 5 h / Heating

2: 91 percent / NaH / dimethylformamide; various solvent(s) / 0 - 20 °C

3: 68 percent / Cl₂Ru(=CHPh)(PCy₃)2 / CH₂Cl₂ / 8 h / Heating

4: N-bromosuccinimide / tetrahydrofuran; H₂O / 1.5 h / 20 °C

5: sodium hydroxide / tetrahydrofuran / 1 h / Heating

With sodium hydroxide; N-Bromosuccinimide; Grubbs catalyst first generation; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo050727b

Reference yield:

: 828914-43-8
methyl 3-O-allyl-5,6-dideoxy-β-D-ribo-hex-5-enofuranoside

: 828914-47-2
(1aS,3aR,4R,5R,6aS,6bS)-4-Benzyloxy-5-methoxy-hexahydro-1,3,6-trioxa-cyclopropa[e]indene

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / NaH / dimethylformamide; various solvent(s) / 0 - 20 °C

2: 68 percent / Cl₂Ru(=CHPh)(PCy₃)2 / CH₂Cl₂ / 8 h / Heating

3: N-bromosuccinimide / tetrahydrofuran; H₂O / 1.5 h / 20 °C

4: sodium hydroxide / tetrahydrofuran / 1 h / Heating

With sodium hydroxide; N-Bromosuccinimide; Grubbs catalyst first generation; sodium hydride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo050727b

Reference yield:

: 828914-45-0
(2R,3R,3aR,7aR)-3-benzyloxy-2-methoxy-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran

: 828914-47-2
(1aS,3aR,4R,5R,6aS,6bS)-4-Benzyloxy-5-methoxy-hexahydro-1,3,6-trioxa-cyclopropa[e]indene

Guidance literature:: Multi-step reaction with 2 steps

1: N-bromosuccinimide / tetrahydrofuran; H₂O / 1.5 h / 20 °C

2: sodium hydroxide / tetrahydrofuran / 1 h / Heating

With sodium hydroxide; N-Bromosuccinimide; In tetrahydrofuran; water;
DOI:10.1021/jo050727b