(2S,3R,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-methoxy-6-(2-methoxy-ethoxymethoxy)-cyclohexanone

Base Information

Chemical Name:(2S,3R,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-methoxy-6-(2-methoxy-ethoxymethoxy)-cyclohexanone
CAS No.:104976-31-0
Molecular Formula:C₃₂H₃₈O₈
Molecular Weight:550.649
Hs Code.:

Synonyms:

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Chemical Property of (2S,3R,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-methoxy-6-(2-methoxy-ethoxymethoxy)-cyclohexanone

Chemical Property:

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Technology Process of (2S,3R,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-methoxy-6-(2-methoxy-ethoxymethoxy)-cyclohexanone

There total 8 articles about (2S,3R,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-methoxy-6-(2-methoxy-ethoxymethoxy)-cyclohexanone 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:

: 104976-24-1
1D-1,2-Anhydro-4,5,6-tri-O-benzyl-3-O-methyl-chiro-inosit

: 104976-31-0
(2S,3R,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-methoxy-6-(2-methoxy-ethoxymethoxy)-cyclohexanone

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / Et₂O-BF₃ / CH₂Cl₂ / 4 h / Ambient temperature

2: 84 percent / NEt(iPr)2 / CH₂Cl₂

3: 67 percent / AcOH (95percent), AcONa / PdCl₂ / 12 h

4: 1.) (COCl)2, DMSO; 2.) NEt(iPr)2 / 1.) CH₂Cl₂, 30 min, -78 deg C; 2.) CH₂Cl₂, 30 min, room temp.

With oxalyl dichloride; boron trifluoride diethyl etherate; sodium acetate; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium dichloride; In dichloromethane;

Reference yield:

: 104976-23-0
1D-1,2-Anhydro-6-O-benzoyl-4,5-di-O-benzyl-3-O-methyl-chiro-inosit

: 104976-31-0
(2S,3R,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-methoxy-6-(2-methoxy-ethoxymethoxy)-cyclohexanone

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / NaOMe (1M) / methanol / 3 h

2: 84 percent / NaH / dimethylformamide / 0.83 h / 0 °C

3: 79 percent / Et₂O-BF₃ / CH₂Cl₂ / 4 h / Ambient temperature

4: 84 percent / NEt(iPr)2 / CH₂Cl₂

5: 67 percent / AcOH (95percent), AcONa / PdCl₂ / 12 h

6: 1.) (COCl)2, DMSO; 2.) NEt(iPr)2 / 1.) CH₂Cl₂, 30 min, -78 deg C; 2.) CH₂Cl₂, 30 min, room temp.

With oxalyl dichloride; boron trifluoride diethyl etherate; sodium methylate; sodium acetate; sodium hydride; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 104976-25-2
1L-1-O-Allyl-3,4,5-tri-O-benzyl-2-O-methyl-muco-inosit

: 104976-31-0
(2S,3R,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-methoxy-6-(2-methoxy-ethoxymethoxy)-cyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / NEt(iPr)2 / CH₂Cl₂

2: 67 percent / AcOH (95percent), AcONa / PdCl₂ / 12 h

3: 1.) (COCl)2, DMSO; 2.) NEt(iPr)2 / 1.) CH₂Cl₂, 30 min, -78 deg C; 2.) CH₂Cl₂, 30 min, room temp.

With oxalyl dichloride; sodium acetate; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium dichloride; In dichloromethane;