DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol

Base Information

Chemical Name:DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol
CAS No.:130277-63-3
Molecular Formula:C₄₄H₄₈O₈
Molecular Weight:704.86
Hs Code.:

DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol

Synonyms:

Suppliers and Price of DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol

Chemical Property:

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Technology Process of DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol

There total 12 articles about DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol 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:

: 87-89-8
D-myo-inositol

: 130277-63-3,130324-67-3
DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol

Guidance literature:: Multi-step reaction with 12 steps

1: 22.9 percent / TsOH / toluene; dimethylformamide / 2 h / 143 °C

2: 64.5 percent / KOH / 3.5 h / 100 - 125 °C

3: 80.4 percent / 1,2-dihydroxyethane, TsOH / CH₂Cl₂ / 0.78 h / 24 °C

4: NaH / dimethylformamide / 1 h / 25 - 60 °C

5: 1M aq. HCl / ethanol; toluene / 2.5 h / 60 °C

6: 1.) Bu₂SnO / 1.) toluene, 100 deg C, 45 min; 2.) DMF, 95 deg C, 1.5 h

7: 61.6 percent / NaH / dimethylformamide / 2 h / 25 - 40 °C

8: 82 percent / t-BuOK / dimethylsulfoxide / 19 h / 50 °C

9: 83 percent / 1M aq. HCl / ethanol; toluene / 8.5 h / 23 °C

10: 59 percent / pyridinium chlorochromate / CH₂Cl₂ / 19 h / 25 °C

11: 95 percent / BuLi / tetrahydrofuran / 0.37 h / 0 - 22 °C

12: 1.) BH₃*Me₂S; 2.) 5M NaOH, 30percent H₂O₂ / 1.) toluene, 25 - 68 deg C, 1.5 h; 2.) EtOH, 75 deg C, 5 min

With hydrogenchloride; potassium hydroxide; sodium hydroxide; n-butyllithium; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; ethylene glycol; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.19900730428

Reference yield:

: 34361-60-9,55123-24-5,55123-26-7,62012-78-6,104873-71-4
1,2:4,5-dicyclohexylidene-myo-inositol

: 130277-63-3,130324-67-3
DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol

Guidance literature:: Multi-step reaction with 11 steps

1: 64.5 percent / KOH / 3.5 h / 100 - 125 °C

2: 80.4 percent / 1,2-dihydroxyethane, TsOH / CH₂Cl₂ / 0.78 h / 24 °C

3: NaH / dimethylformamide / 1 h / 25 - 60 °C

4: 1M aq. HCl / ethanol; toluene / 2.5 h / 60 °C

5: 1.) Bu₂SnO / 1.) toluene, 100 deg C, 45 min; 2.) DMF, 95 deg C, 1.5 h

6: 61.6 percent / NaH / dimethylformamide / 2 h / 25 - 40 °C

7: 82 percent / t-BuOK / dimethylsulfoxide / 19 h / 50 °C

8: 83 percent / 1M aq. HCl / ethanol; toluene / 8.5 h / 23 °C

9: 59 percent / pyridinium chlorochromate / CH₂Cl₂ / 19 h / 25 °C

10: 95 percent / BuLi / tetrahydrofuran / 0.37 h / 0 - 22 °C

11: 1.) BH₃*Me₂S; 2.) 5M NaOH, 30percent H₂O₂ / 1.) toluene, 25 - 68 deg C, 1.5 h; 2.) EtOH, 75 deg C, 5 min

With hydrogenchloride; potassium hydroxide; sodium hydroxide; n-butyllithium; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; ethylene glycol; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.19900730428

Reference yield:

: 35949-66-7,58526-04-8,104873-72-5,115509-74-5
(+/-)-1,4-di-O-benzyl-2,3-O-cyclohexylidene-myo-inositol

: 130277-63-3,130324-67-3
DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: NaH / dimethylformamide / 1 h / 25 - 60 °C

2: 1M aq. HCl / ethanol; toluene / 2.5 h / 60 °C

3: 1.) Bu₂SnO / 1.) toluene, 100 deg C, 45 min; 2.) DMF, 95 deg C, 1.5 h

4: 61.6 percent / NaH / dimethylformamide / 2 h / 25 - 40 °C

5: 82 percent / t-BuOK / dimethylsulfoxide / 19 h / 50 °C

6: 83 percent / 1M aq. HCl / ethanol; toluene / 8.5 h / 23 °C

7: 59 percent / pyridinium chlorochromate / CH₂Cl₂ / 19 h / 25 °C

8: 95 percent / BuLi / tetrahydrofuran / 0.37 h / 0 - 22 °C

9: 1.) BH₃*Me₂S; 2.) 5M NaOH, 30percent H₂O₂ / 1.) toluene, 25 - 68 deg C, 1.5 h; 2.) EtOH, 75 deg C, 5 min

With hydrogenchloride; sodium hydroxide; n-butyllithium; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; sodium hydride; di(n-butyl)tin oxide; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.19900730428