1D-(1,2,4/3,5)-2,3-Di-O-benzyl-5-C-hydroxymethyl-4-O-methyl-1,2,3,4-cyclohexantetrol

Base Information

Chemical Name:1D-(1,2,4/3,5)-2,3-Di-O-benzyl-5-C-hydroxymethyl-4-O-methyl-1,2,3,4-cyclohexantetrol
CAS No.:104976-07-0
Molecular Formula:C₂₂H₂₈O₅
Molecular Weight:372.461
Hs Code.:

Synonyms:1D-(1,2,4/3,5)-2,3-Di-O-benzyl-5-C-hydroxymethyl-4-O-methyl-1,2,3,4-cyclohexantetrol

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Chemical Property of 1D-(1,2,4/3,5)-2,3-Di-O-benzyl-5-C-hydroxymethyl-4-O-methyl-1,2,3,4-cyclohexantetrol

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Technology Process of 1D-(1,2,4/3,5)-2,3-Di-O-benzyl-5-C-hydroxymethyl-4-O-methyl-1,2,3,4-cyclohexantetrol

There total 7 articles about 1D-(1,2,4/3,5)-2,3-Di-O-benzyl-5-C-hydroxymethyl-4-O-methyl-1,2,3,4-cyclohexantetrol 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:

: 104976-09-2
(1S,2R,3S,4S,5S)-3,4-Bis-benzyloxy-5-hydroxy-2-methoxy-cyclohexanecarbaldehyde

: 104976-07-0
1D-(1,2,4/3,5)-2,3-Di-O-benzyl-5-C-hydroxymethyl-4-O-methyl-1,2,3,4-cyclohexantetrol

Guidance literature:: With sodium tetrahydroborate; In ethanol; for 0.333333h; Yield given;

Reference yield:

: 76216-17-6
1L-(1,3/2,4)-2,3-Di-O-benzyl-1-O-methyl-tetrahydroxy-5-cyclohexen

: 104976-07-0
1D-(1,2,4/3,5)-2,3-Di-O-benzyl-5-C-hydroxymethyl-4-O-methyl-1,2,3,4-cyclohexantetrol

Guidance literature:: Multi-step reaction with 7 steps

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

2: 1.) LDA / 1.) THF, hexane, 15 min, -78 deg C; 2.) 3 h, -20 deg C

3: 84 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

4: 78 percent / HgO, HgCl₂ / acetonitrile; H₂O / 96 h / Ambient temperature

5: NaBH₄ / ethanol / 0.33 h

6: NaIO₄ (saturated sol.), Bu₄NBr / CH₂Cl₂ / 0.5 h

7: NaBH₄ / ethanol / 0.33 h

With sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; oxalyl dichloride; tetrabutylammomium bromide; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;

Reference yield:

: 104976-01-4
2D-(2,4/3)-2,3-Di-O-benzyl-4-O-methyl-2,3,4-trihydroxy-5-cyclohexen-1-on

: 104976-07-0
1D-(1,2,4/3,5)-2,3-Di-O-benzyl-5-C-hydroxymethyl-4-O-methyl-1,2,3,4-cyclohexantetrol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA / 1.) THF, hexane, 15 min, -78 deg C; 2.) 3 h, -20 deg C

2: 84 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

3: 78 percent / HgO, HgCl₂ / acetonitrile; H₂O / 96 h / Ambient temperature

4: NaBH₄ / ethanol / 0.33 h

5: NaIO₄ (saturated sol.), Bu₄NBr / CH₂Cl₂ / 0.5 h

6: NaBH₄ / ethanol / 0.33 h

With sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; tetrabutylammomium bromide; mercury dichloride; mercury(II) oxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;