(3R,4R,9S)-4,9,11-Tris-benzyloxy-1-[1,3]dithian-2-yl-undecan-3-ol

Base Information

Chemical Name:(3R,4R,9S)-4,9,11-Tris-benzyloxy-1-[1,3]dithian-2-yl-undecan-3-ol
CAS No.:528598-47-2
Molecular Formula:C₃₆H₄₈O₄S₂
Molecular Weight:608.907
Hs Code.:

Synonyms:(3R,4R,9S)-4,9,11-Tris-benzyloxy-1-[1,3]dithian-2-yl-undecan-3-ol

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Chemical Property of (3R,4R,9S)-4,9,11-Tris-benzyloxy-1-[1,3]dithian-2-yl-undecan-3-ol

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Technology Process of (3R,4R,9S)-4,9,11-Tris-benzyloxy-1-[1,3]dithian-2-yl-undecan-3-ol

There total 10 articles about (3R,4R,9S)-4,9,11-Tris-benzyloxy-1-[1,3]dithian-2-yl-undecan-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:

: 115114-87-9
(2R)-2-(2-benzyloxyethyl)oxirane

: 528598-47-2
(3R,4R,9S)-4,9,11-Tris-benzyloxy-1-[1,3]dithian-2-yl-undecan-3-ol

Guidance literature:: Multi-step reaction with 11 steps

1.1: BF₃*Et₂O / tetrahydrofuran / -78 °C

2.1: K₂CO₃; MeOH / 20 °C

3.1: 99 percent / NaH; n-Bu₄NI / dimethylformamide / 0 °C

4.1: n-BuLi / tetrahydrofuran

4.2: N,N-dimethylpropyleneurea / tetrahydrofuran / -15 °C

5.1: TBAF / tetrahydrofuran / 20 °C

6.1: 95 percent / H₂ / (Ph₃P)3RhCl / benzene / 20 °C

7.1: Et₃N / CH₂Cl₂ / -15 °C

8.1: CuBr / diethyl ether / -15 - 20 °C

9.1: OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 20 °C

9.2: 76 percent / CSA / methanol / 0 °C

10.1: 98 percent / NaH; Bu₄NI / dimethylformamide / 0 - 20 °C

11.1: 97 percent / Zn(OTf)2 / 1,2-dichloro-ethane / 50 °C

With methanol; sodium periodate; osmium(VIII) oxide; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; sodium hydride; potassium carbonate; triethylamine; copper(I) bromide; Wilkinson's catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol034323m

Reference yield:

: (S)-1-Benzyloxy-hex-5-yn-3-ol

: 528598-47-2
(3R,4R,9S)-4,9,11-Tris-benzyloxy-1-[1,3]dithian-2-yl-undecan-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 99 percent / NaH; n-Bu₄NI / dimethylformamide / 0 °C

2.1: n-BuLi / tetrahydrofuran

2.2: N,N-dimethylpropyleneurea / tetrahydrofuran / -15 °C

3.1: TBAF / tetrahydrofuran / 20 °C

4.1: 95 percent / H₂ / (Ph₃P)3RhCl / benzene / 20 °C

5.1: Et₃N / CH₂Cl₂ / -15 °C

6.1: CuBr / diethyl ether / -15 - 20 °C

7.1: OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 20 °C

7.2: 76 percent / CSA / methanol / 0 °C

8.1: 98 percent / NaH; Bu₄NI / dimethylformamide / 0 - 20 °C

9.1: 97 percent / Zn(OTf)2 / 1,2-dichloro-ethane / 50 °C

With sodium periodate; osmium(VIII) oxide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; sodium hydride; triethylamine; copper(I) bromide; Wilkinson's catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol034323m

Reference yield:

: (S)-1-Benzyloxy-6-trimethylsilanyl-hex-5-yn-3-ol

: 528598-47-2
(3R,4R,9S)-4,9,11-Tris-benzyloxy-1-[1,3]dithian-2-yl-undecan-3-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: K₂CO₃; MeOH / 20 °C

2.1: 99 percent / NaH; n-Bu₄NI / dimethylformamide / 0 °C

3.1: n-BuLi / tetrahydrofuran

3.2: N,N-dimethylpropyleneurea / tetrahydrofuran / -15 °C

4.1: TBAF / tetrahydrofuran / 20 °C

5.1: 95 percent / H₂ / (Ph₃P)3RhCl / benzene / 20 °C

6.1: Et₃N / CH₂Cl₂ / -15 °C

7.1: CuBr / diethyl ether / -15 - 20 °C

8.1: OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 20 °C

8.2: 76 percent / CSA / methanol / 0 °C

9.1: 98 percent / NaH; Bu₄NI / dimethylformamide / 0 - 20 °C

10.1: 97 percent / Zn(OTf)2 / 1,2-dichloro-ethane / 50 °C

With methanol; sodium periodate; osmium(VIII) oxide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; sodium hydride; potassium carbonate; triethylamine; copper(I) bromide; Wilkinson's catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol034323m