2-[(E)-(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1,3-dimethyl-pent-2-enyl]-2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithiane

Base Information

Chemical Name:2-[(E)-(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1,3-dimethyl-pent-2-enyl]-2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithiane
CAS No.:186448-83-9
Molecular Formula:C₄₆H₈₃IO₅S₂Si₂
Molecular Weight:963.37
Hs Code.:

2-[(E)-(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1,3-dimethyl-pent-2-enyl]-2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithiane

Synonyms:2-[(E)-(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1,3-dimethyl-pent-2-enyl]-2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithiane

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Chemical Property of 2-[(E)-(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1,3-dimethyl-pent-2-enyl]-2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithiane

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Technology Process of 2-[(E)-(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1,3-dimethyl-pent-2-enyl]-2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithiane

There total 15 articles about 2-[(E)-(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1,3-dimethyl-pent-2-enyl]-2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithiane 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: 95.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 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

: 186448-83-9
2-[(E)-(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1,3-dimethyl-pent-2-enyl]-2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithiane

Guidance literature:: With 2,6-dimethylpyridine;
DOI:10.1021/ja963066w

Reference yield:

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

: 186448-83-9
2-[(E)-(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1,3-dimethyl-pent-2-enyl]-2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithiane

Guidance literature:: Multi-step reaction with 10 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

10: 95 percent / 2,6-lutidine

With 2,6-dimethylpyridine; 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

: 186448-83-9
2-[(E)-(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1,3-dimethyl-pent-2-enyl]-2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithiane

Guidance literature:: Multi-step reaction with 6 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

6: 95 percent / 2,6-lutidine

With 2,6-dimethylpyridine; 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