(2R,4S,5R,6R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-5-hydroxy-4,6-dimethyl-heptan-3-one

Base Information

• Chemical Name: (2R,4S,5R,6R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-5-hydroxy-4,6-dimethyl-heptan-3-one
• CAS No.: 750588-66-0
• Molecular Formula: C₂₉H₄₅NO₃Si
• Molecular Weight: 483.767

Synonyms:(2R,4S,5R,6R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-5-hydroxy-4,6-dimethyl-heptan-3-one

Chemical Property of (2R,4S,5R,6R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-5-hydroxy-4,6-dimethyl-heptan-3-one

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Technology Process of (2R,4S,5R,6R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-5-hydroxy-4,6-dimethyl-heptan-3-one

There total 2 articles about (2R,4S,5R,6R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-5-hydroxy-4,6-dimethyl-heptan-3-one 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: 98.0%

(2R)-3-(tert-butyldimethylsilyloxy)-2-methylpropanal (97826-89-6) + C27H40BNO (750588-65-9) → (2R,4S,5R,6R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-5-hydroxy-4,6-dimethyl-heptan-3-one (750588-66-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - -20 ℃; for 18h;

DOI:10.1055/s-2004-825619

Reference yield:

(R)-2-Dibenzylamino-pentan-3-one → (2R,4S,5R,6R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-5-hydroxy-4,6-dimethyl-heptan-3-one (750588-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: i-Pr₂NEt / CH₂Cl₂ / 2 h / -78 - 0 °C

2: 98 percent / i-Pr₂NEt / CH₂Cl₂ / 18 h / -78 - -20 °C

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1055/s-2004-825619

Reference yield:

(2R,4S,5R,6R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-5-hydroxy-4,6-dimethyl-heptan-3-one (750588-66-0) → (2R,3R,4S,5S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-dibenzylamino-2,4-dimethyl-heptane-3,5-diol

Guidance literature:

With tetramethylammonium triacetoxyborohydride; In methanol; acetic acid; at -40 - -20 ℃; for 2.5h;

DOI:10.1055/s-2004-825619

upstream raw materials:

(2R)-3-(tert-butyldimethylsilyloxy)-2-methylpropanal

C₂₇H₄₀BNO

Downstream raw materials:

Dibenzyl-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-amine

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