(3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-one

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Chemical Name:(3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-one
CAS No.:102795-12-0
Molecular Formula:C₄₁H₅₈O₁₀S
Molecular Weight:742.972
Hs Code.:

(3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-one

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Chemical Property of (3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-one

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Technology Process of (3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-one

There total 23 articles about (3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-one 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: 91.0%

: 102795-18-6
(3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-ol

: 102795-12-0
(3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-one

Guidance literature:: With manganese(IV) oxide;
DOI:10.1016/S0040-4039(00)98903-2

Reference yield:

: Trimethyl-[(Z)-2-((R)-2-phenyl-[1,3]dioxan-4-yl)-1-phenylsulfanyl-vinyl]-silane

: 102795-12-0
(3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-one

Guidance literature:: Multi-step reaction with 13 steps

1: 2.) KF / 1.) THF, hexane, 0 deg C_. Var: THF, -78 deg C

2: hydrogen / Pd/C

4: PPh₃, diethyl diazodicarboxylate / tetrahydrofuran / 5 °C

5: NaOMe / methanol

6: H⁽¹⁺⁾

7: n-Bu₄N⁽¹⁺⁾*F^(1-)

8: 1.) DMSO, (COCl)2, 2.) Et₃N

9: 83 percent

10: 1.) n-BuLi, 2.) H⁽¹⁺⁾

12: 1.)n-BuLi / 2.) THF

13: 91 percent / MnO₂

With manganese(IV) oxide; potassium fluoride; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; hydrogen cation; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)98903-2

Reference yield:

: 102794-94-5
(R)-4-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-2-phenyl-[1,3]dioxane

: 102795-12-0
(3R,8S,9S)-10-Benzenesulfonyl-3-benzyloxy-8-(1-ethoxy-ethoxy)-9-methyl-1-[(4S,6R)-2,2,6-trimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-[1,3]dioxan-4-yl]-dec-5-yn-4-one

Guidance literature:: Multi-step reaction with 12 steps

1: hydrogen / Pd/C

3: PPh₃, diethyl diazodicarboxylate / tetrahydrofuran / 5 °C

4: NaOMe / methanol

5: H⁽¹⁺⁾

6: n-Bu₄N⁽¹⁺⁾*F^(1-)

7: 1.) DMSO, (COCl)2, 2.) Et₃N

8: 83 percent

9: 1.) n-BuLi, 2.) H⁽¹⁺⁾

11: 1.)n-BuLi / 2.) THF

12: 91 percent / MnO₂

With manganese(IV) oxide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; hydrogen cation; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)98903-2