(S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-[(3aR,4R,6S,6aS)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-3-((R)-1-phenyl-ethylamino)-propan-2-ol

Base Information

Chemical Name:(S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-[(3aR,4R,6S,6aS)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-3-((R)-1-phenyl-ethylamino)-propan-2-ol
CAS No.:198137-95-0
Molecular Formula:C₃₂H₅₉NO₅Si₂
Molecular Weight:593.995
Hs Code.:

(S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-[(3aR,4R,6S,6aS)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-3-((R)-1-phenyl-ethylamino)-propan-2-ol

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Chemical Property of (S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-[(3aR,4R,6S,6aS)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-3-((R)-1-phenyl-ethylamino)-propan-2-ol

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Technology Process of (S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-[(3aR,4R,6S,6aS)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-3-((R)-1-phenyl-ethylamino)-propan-2-ol

There total 3 articles about (S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-[(3aR,4R,6S,6aS)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-3-((R)-1-phenyl-ethylamino)-propan-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:

: (3aS,4R,6R,6aR)-6-[(S)-1-Hydroxy-1-methoxycarbonyl-2-((R)-1-phenyl-ethylamino)-ethyl]-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid methyl ester

: 198137-95-0
(S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-[(3aR,4R,6S,6aS)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-3-((R)-1-phenyl-ethylamino)-propan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 86 mg / LiBH₄ / tetrahydrofuran / 24 h / Ambient temperature

2: DMAP / CH₂Cl₂ / 24 h / Ambient temperature

With dmap; lithium borohydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0957-4166(97)00401-1

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 198137-93-8
(S)-2-((3aR,4R,6S,6aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-3-((R)-1-phenyl-ethylamino)-propane-1,2-diol

: 198137-95-0
(S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-[(3aR,4R,6S,6aS)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-3-((R)-1-phenyl-ethylamino)-propan-2-ol

Guidance literature:: With dmap; In dichloromethane; for 24h; Yield given; Ambient temperature;
DOI:10.1016/S0957-4166(97)00401-1

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: (3aS,4R,6R,6aR)-6-[(S)-1-Hydroxy-1-methoxycarbonyl-2-((R)-1-phenyl-ethylamino)-ethyl]-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid methyl ester

: (3aS,4R,6R,6aR)-6-{(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-1-[((R)-1-phenyl-ethylamino)-methyl]-ethyl}-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid methyl ester

: 198137-95-0
(S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-[(3aR,4R,6S,6aS)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-3-((R)-1-phenyl-ethylamino)-propan-2-ol

Guidance literature:: With dmap; lithium borohydride; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, RT, 16 h, 2.) CH₂Cl₂, RT, 24 h;
DOI:10.1016/S0957-4166(97)00401-1