(2R,3S,6R,8S,9R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undecane

Base Information

Chemical Name:(2R,3S,6R,8S,9R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undecane
CAS No.:160238-57-3
Molecular Formula:C₃₁H₅₀O₄S₂
Molecular Weight:550.868
Hs Code.:

Synonyms:(2R,3S,6R,8S,9R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undecane

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Chemical Property of (2R,3S,6R,8S,9R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undecane

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Technology Process of (2R,3S,6R,8S,9R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undecane

There total 1 articles about (2R,3S,6R,8S,9R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undecane 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%

: <2R,2(3S),3R,6R,8R,8(1R),9S>-3,9-dimethyl-2-<3-(2-methyl-1,3-dithian-2-yl)-1-butenyl>-8-<<1-methyl-2-(4-methoxybenzyl)oxy>ethyl>-1,7-dioxaspiro<5.5>undecane

: 160238-57-3
(2R,3S,6R,8S,9R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: With Wilkinson's catalyst; hydrogen; In benzene; for 22h; under 760 Torr; Ambient temperature;
DOI:10.1016/0040-4020(96)00811-3

Reference yield:

: 160238-57-3
(2R,3S,6R,8S,9R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undecane

: (3R,4R,5R,7S,8R,9S,12R)-4-Methoxy-7-(4-methoxy-benzyloxy)-12-{(2S,3S,6R,8S,9R)-8-[(S)-4-(4-methoxy-benzyloxymethoxy)-3-methyl-pentyl]-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl}-2,8-dimethyl-5,9-bis-triethylsilanyloxy-tridecan-3-ol

Guidance literature:: Multi-step reaction with 13 steps

1: 97 percent / DDQ / CH₂Cl₂ / 1 h / Ambient temperature

2: 100 percent / SO₃*pyridine, Et₃N / dimethylsulfoxide / 2 h / Ambient temperature

3: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h

4: 1.) 4-dimethylaminopyridine, 2.) DBU / 1.) CH₂Cl₂, RT, 12 h, 2.) CH₂Cl₂, from 0 to 20 deg C, 2 h

5: NaBH₄, Te, AcOH / ethanol / 4 h / Ambient temperature

6: L-Selectride / tetrahydrofuran / -80 - -30 °C

7: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 0.67 h / -40 °C

8: 81 percent / NBS, AgNO₃, 2,4,6-collidine / acetonitrile / 0.17 h / 0 °C

9: 100 percent / L-Selectride / tetrahydrofuran / -40 - -30 °C

10: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 20 h / Ambient temperature

11: 94 percent / H₂ / Raney Ni (W₂) / ethanol / 72 h / 760 Torr

12: 88 percent / i-Pr₂NEt / CH₂Cl₂ / -40 - -20 °C

13: 100 percent / DIBAL-H / CH₂Cl₂; hexane / 0.5 h / -78 °C

With 2,4,6-trimethyl-pyridine; dmap; tellurium; sodium tetrahydroborate; N-Bromosuccinimide; pyridine-SO₃ complex; hydrogen; L-Selectride; diisobutylaluminium hydride; silver nitrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; Raney Ni (W₂); In tetrahydrofuran; ethanol; hexane; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/0040-4020(96)00811-3

Reference yield:

: 160238-57-3
(2R,3S,6R,8S,9R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undecane

: C₆₄H₁₁₂O₁₂Si₂

Guidance literature:: Multi-step reaction with 12 steps

1: 97 percent / DDQ / CH₂Cl₂ / 1 h / Ambient temperature

2: 100 percent / SO₃*pyridine, Et₃N / dimethylsulfoxide / 2 h / Ambient temperature

3: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h

4: 1.) 4-dimethylaminopyridine, 2.) DBU / 1.) CH₂Cl₂, RT, 12 h, 2.) CH₂Cl₂, from 0 to 20 deg C, 2 h

5: NaBH₄, Te, AcOH / ethanol / 4 h / Ambient temperature

6: L-Selectride / tetrahydrofuran / -80 - -30 °C

7: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 0.67 h / -40 °C

8: 81 percent / NBS, AgNO₃, 2,4,6-collidine / acetonitrile / 0.17 h / 0 °C

9: 100 percent / L-Selectride / tetrahydrofuran / -40 - -30 °C

10: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 20 h / Ambient temperature

11: 94 percent / H₂ / Raney Ni (W₂) / ethanol / 72 h / 760 Torr

12: 88 percent / i-Pr₂NEt / CH₂Cl₂ / -40 - -20 °C

With 2,4,6-trimethyl-pyridine; dmap; tellurium; sodium tetrahydroborate; N-Bromosuccinimide; pyridine-SO₃ complex; hydrogen; L-Selectride; silver nitrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; Raney Ni (W₂); In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/0040-4020(96)00811-3