(E)-(2R,5R)-1-Iodo-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-ol

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Chemical Name:(E)-(2R,5R)-1-Iodo-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-ol
CAS No.:186448-82-8
Molecular Formula:C₄₀H₆₉IO₅S₂Si
Molecular Weight:849.107
Hs Code.:

(E)-(2R,5R)-1-Iodo-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-ol

Synonyms:(E)-(2R,5R)-1-Iodo-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-ol

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Chemical Property of (E)-(2R,5R)-1-Iodo-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-ol

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Technology Process of (E)-(2R,5R)-1-Iodo-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-ol

There total 14 articles about (E)-(2R,5R)-1-Iodo-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-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: 80.0%

: 186448-81-7
Toluene-4-sulfonic acid (E)-(2R,5R)-2-hydroxy-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-enyl ester

: 186448-82-8
(E)-(2R,5R)-1-Iodo-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-ol

Guidance literature:: With sodium iodide; In acetone;
DOI:10.1021/ja963066w

Reference yield:

: 127258-23-5
(1R,2R,4R)-4-<(phenylsulfonyl)methyl>-2-methoxy-1-<oxy>cyclohexane

: 186448-82-8
(E)-(2R,5R)-1-Iodo-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) n-BuLi, 2.) BF₃*Et₂O, 3.) Na₂HPO₄, 4.) Na(Hg)

2: 92 percent / Et₃N

3: 87 percent / NaH / hexamethylphosphoric acid triamide / 6 h / Ambient temperature

4: 78 percent / LiI, BF₃*OEt₂ / diethyl ether / -78 °C

5: 84 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

6: 87 percent / t-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C

7: 73 percent / camphorsulfonic acid / methanol / 2 h / Ambient temperature

8: 85 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

9: 80 percent / NaI / acetone

With dmap; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tert.-butyl lithium; sodium hydride; triethylamine; sodium iodide; lithium iodide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; acetone;
DOI:10.1021/ja963066w

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 186448-82-8
(E)-(2R,5R)-1-Iodo-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

2: 87 percent / t-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C

3: 73 percent / camphorsulfonic acid / methanol / 2 h / Ambient temperature

4: 85 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

5: 80 percent / NaI / acetone

With dmap; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tert.-butyl lithium; triethylamine; sodium iodide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; acetone;
DOI:10.1021/ja963066w