4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-6-(tetrahydro-pyran-2-yloxy)-hexan-3-ol

Base Information

Chemical Name:4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-6-(tetrahydro-pyran-2-yloxy)-hexan-3-ol
CAS No.:115369-22-7
Molecular Formula:C₃₉H₅₀O₁₁S
Molecular Weight:726.885
Hs Code.:

4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-6-(tetrahydro-pyran-2-yloxy)-hexan-3-ol

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Chemical Property of 4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-6-(tetrahydro-pyran-2-yloxy)-hexan-3-ol

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Technology Process of 4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-6-(tetrahydro-pyran-2-yloxy)-hexan-3-ol

There total 15 articles about 4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-6-(tetrahydro-pyran-2-yloxy)-hexan-3-ol 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:

: 82740-87-2
(2R,3S,6R)-2-acetoxymethyl-6-allyl-3,6-dihydro-2H-pyran-3-yl acetate

: 115369-22-7
4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-6-(tetrahydro-pyran-2-yloxy)-hexan-3-ol

Guidance literature:: Multi-step reaction with 14 steps

1: 89 percent / water, trimethylamine / methanol / Ambient temperature

2: 80 percent / d,l-camphorsulfonic acid / CH₂Cl₂ / Ambient temperature

3: 1.) diborane, 2.) 2N NaOH, 30percent H₂O₂ / 1.) THF, -25 deg C, 12 h, 2.) EtOH, RT, overnight

4: pyridine / Ambient temperature

5: MeOH, Dowex 50W (H+) / 9.5 h / Ambient temperature

6: MCPBA / CHCl₃ / 5 °C

7: d,l-camphorsulfonic acid / CHCl₃

8: sodium methoxide / methanol; tetrahydrofuran / 5 °C

9: 1.) DMSO, (COCl)2, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, -78 deg C, 10 min.

10: PPTS / CH₂Cl₂ / Ambient temperature

11: 1.) sodium hydride / 1.) DMF, 5 deg C, overnight, 2.) DMF, 70 deg C, 3.5 h

12: 1.) potassium hydride / 1.) DMF, RT, 10 min; 2.) DMF, RT, 30 min.

13: 98 percent / 0.5N HCl / tetrahydrofuran / 3 h / Ambient temperature

14: tetrahydrofuran

With pyridine; hydrogenchloride; methanol; sodium hydroxide; oxalyl dichloride; Dowex 50W (H+); camphor-10-sulfonic acid; water; dihydrogen peroxide; sodium methylate; pyridinium p-toluenesulfonate; potassium hydride; sodium hydride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; diborane; trimethylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1016/S0040-4020(01)86916-7

Reference yield:

: 95791-07-4
(2R,3S,6R)-6-allyl-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

: 115369-22-7
4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-6-(tetrahydro-pyran-2-yloxy)-hexan-3-ol

Guidance literature:: Multi-step reaction with 13 steps

1: 80 percent / d,l-camphorsulfonic acid / CH₂Cl₂ / Ambient temperature

2: 1.) diborane, 2.) 2N NaOH, 30percent H₂O₂ / 1.) THF, -25 deg C, 12 h, 2.) EtOH, RT, overnight

3: pyridine / Ambient temperature

4: MeOH, Dowex 50W (H+) / 9.5 h / Ambient temperature

5: MCPBA / CHCl₃ / 5 °C

6: d,l-camphorsulfonic acid / CHCl₃

7: sodium methoxide / methanol; tetrahydrofuran / 5 °C

8: 1.) DMSO, (COCl)2, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, -78 deg C, 10 min.

9: PPTS / CH₂Cl₂ / Ambient temperature

10: 1.) sodium hydride / 1.) DMF, 5 deg C, overnight, 2.) DMF, 70 deg C, 3.5 h

11: 1.) potassium hydride / 1.) DMF, RT, 10 min; 2.) DMF, RT, 30 min.

12: 98 percent / 0.5N HCl / tetrahydrofuran / 3 h / Ambient temperature

13: tetrahydrofuran

With pyridine; hydrogenchloride; methanol; sodium hydroxide; oxalyl dichloride; Dowex 50W (H+); camphor-10-sulfonic acid; dihydrogen peroxide; sodium methylate; pyridinium p-toluenesulfonate; potassium hydride; sodium hydride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; diborane; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1016/S0040-4020(01)86916-7

Reference yield:

: 115369-17-0
3-((1aS,2R,3aR,7aR,7bS)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalen-2-yl)-propionaldehyde

: 115369-22-7
4-Benzenesulfonyl-1-((4aR,6R,7R,8S,8aR)-7-benzyloxy-8-methoxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-6-(tetrahydro-pyran-2-yloxy)-hexan-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: PPTS / CH₂Cl₂ / Ambient temperature

2: 1.) sodium hydride / 1.) DMF, 5 deg C, overnight, 2.) DMF, 70 deg C, 3.5 h

3: 1.) potassium hydride / 1.) DMF, RT, 10 min; 2.) DMF, RT, 30 min.

4: 98 percent / 0.5N HCl / tetrahydrofuran / 3 h / Ambient temperature

5: tetrahydrofuran

With hydrogenchloride; pyridinium p-toluenesulfonate; potassium hydride; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)86916-7