[(S)-2-((2R,5S)-5-{(R)-[(4S,5R,6R)-6-(3-Benzyloxy-propyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-iodo-methyl}-tetrahydro-furan-2-yl)-propoxy]-tert-butyl-diphenyl-silane

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Chemical Name:[(S)-2-((2R,5S)-5-{(R)-[(4S,5R,6R)-6-(3-Benzyloxy-propyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-iodo-methyl}-tetrahydro-furan-2-yl)-propoxy]-tert-butyl-diphenyl-silane
CAS No.:452085-21-1
Molecular Formula:C₄₁H₅₇IO₅Si
Molecular Weight:784.891
Hs Code.:

Synonyms:[(S)-2-((2R,5S)-5-{(R)-[(4S,5R,6R)-6-(3-Benzyloxy-propyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-iodo-methyl}-tetrahydro-furan-2-yl)-propoxy]-tert-butyl-diphenyl-silane

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Chemical Property of [(S)-2-((2R,5S)-5-{(R)-[(4S,5R,6R)-6-(3-Benzyloxy-propyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-iodo-methyl}-tetrahydro-furan-2-yl)-propoxy]-tert-butyl-diphenyl-silane

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Technology Process of [(S)-2-((2R,5S)-5-{(R)-[(4S,5R,6R)-6-(3-Benzyloxy-propyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-iodo-methyl}-tetrahydro-furan-2-yl)-propoxy]-tert-butyl-diphenyl-silane

There total 20 articles about [(S)-2-((2R,5S)-5-{(R)-[(4S,5R,6R)-6-(3-Benzyloxy-propyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-iodo-methyl}-tetrahydro-furan-2-yl)-propoxy]-tert-butyl-diphenyl-silane 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: 94.0%

: 452085-14-2
(4R,5R,6R)-4-(3-Benzyloxy-propyl)-6-[(Z)-(5R,6S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methyl-5-triethylsilanyloxy-hept-1-enyl]-2,2,5-trimethyl-[1,3]dioxane

: 452085-21-1
[(S)-2-((2R,5S)-5-{(R)-[(4S,5R,6R)-6-(3-Benzyloxy-propyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-iodo-methyl}-tetrahydro-furan-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Guidance literature:: With iodine; silver carbonate; In diethyl ether; at 20 ℃;
DOI:10.1016/S0040-4039(02)00655-X

Reference yield:

: 7-benzyloxy-3-methyl-hept-1-en-4-ol

: 452085-21-1
[(S)-2-((2R,5S)-5-{(R)-[(4S,5R,6R)-6-(3-Benzyloxy-propyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-iodo-methyl}-tetrahydro-furan-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 14 steps

1.1: DCC; DMAP / CH₂Cl₂ / 20 °C

2.1: OsO₄; NMO / acetone; H₂O / 20 °C

3.1: NaIO₄ / tetrahydrofuran; H₂O / 20 °C

4.1: NaBH₄ / tetrahydrofuran; H₂O / 0 °C

5.1: LiOH; H₂O / methanol / 20 °C

6.1: PPTS / toluene / Heating

7.1: Li; liq. NH₃ / tetrahydrofuran / -78 °C

8.1: Ph₃P; I₂; imidazole / tetrahydrofuran / 0 °C

9.1: cc. HCl / methanol / 0 °C

10.1: DMAP; Et₃N / CH₂Cl₂ / -15 °C

11.1: DMAP; Et₃N / CH₂Cl₂ / -15 °C

12.1: K₂CO₃ / acetonitrile / Heating

13.1: t-BuLi / tetrahydrofuran / -78 - -5 °C

13.2: tetrahydrofuran / 10 °C

14.1: 94 percent / Ag₂CO₃; I₂ / diethyl ether / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; lithium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; ammonia; water; iodine; tert.-butyl lithium; pyridinium p-toluenesulfonate; lithium; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; silver carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; toluene; acetonitrile; 13.2: Wittig olefination;
DOI:10.1016/S0040-4039(02)00655-X

Reference yield:

: (S)-Pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-[4-benzyloxy-1-(1-methyl-2-oxo-ethyl)-butyl] ester

: 452085-21-1
[(S)-2-((2R,5S)-5-{(R)-[(4S,5R,6R)-6-(3-Benzyloxy-propyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-iodo-methyl}-tetrahydro-furan-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 11 steps

1.1: NaBH₄ / tetrahydrofuran; H₂O / 0 °C

2.1: LiOH; H₂O / methanol / 20 °C

3.1: PPTS / toluene / Heating

4.1: Li; liq. NH₃ / tetrahydrofuran / -78 °C

5.1: Ph₃P; I₂; imidazole / tetrahydrofuran / 0 °C

6.1: cc. HCl / methanol / 0 °C

7.1: DMAP; Et₃N / CH₂Cl₂ / -15 °C

8.1: DMAP; Et₃N / CH₂Cl₂ / -15 °C

9.1: K₂CO₃ / acetonitrile / Heating

10.1: t-BuLi / tetrahydrofuran / -78 - -5 °C

10.2: tetrahydrofuran / 10 °C

11.1: 94 percent / Ag₂CO₃; I₂ / diethyl ether / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; lithium hydroxide; sodium tetrahydroborate; ammonia; water; iodine; tert.-butyl lithium; pyridinium p-toluenesulfonate; lithium; potassium carbonate; triethylamine; triphenylphosphine; silver carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; acetonitrile; 10.2: Wittig olefination;
DOI:10.1016/S0040-4039(02)00655-X