(2S,3S)-3-Allyloxycarbonylamino-2-benzoyloxymethyl-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-indole-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:(2S,3S)-3-Allyloxycarbonylamino-2-benzoyloxymethyl-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-indole-1-carboxylic acid 2-trimethylsilanyl-ethyl ester
CAS No.:850559-71-6
Molecular Formula:C₃₀H₄₀N₂O₉Si
Molecular Weight:600.741
Hs Code.:

(2S,3S)-3-Allyloxycarbonylamino-2-benzoyloxymethyl-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-indole-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

Synonyms:(2S,3S)-3-Allyloxycarbonylamino-2-benzoyloxymethyl-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-indole-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of (2S,3S)-3-Allyloxycarbonylamino-2-benzoyloxymethyl-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-indole-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of (2S,3S)-3-Allyloxycarbonylamino-2-benzoyloxymethyl-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-indole-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

There total 14 articles about (2S,3S)-3-Allyloxycarbonylamino-2-benzoyloxymethyl-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-indole-1-carboxylic acid 2-trimethylsilanyl-ethyl ester 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:

: 654644-18-5
5-((2-methoxy)ethoxymethoxy)-2-nitrobenzaldehyde

: 850559-71-6
(2S,3S)-3-Allyloxycarbonylamino-2-benzoyloxymethyl-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-indole-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: 94 percent / tetrahydrofuran / 6 h / 0 °C

2.1: 79 percent / NaOH; t-butyl hypochlorite; (DHQ)2PHAL / potassium osmate dihydrate / propan-1-ol; H₂O / 2 h / 0 °C

3.1: 70 percent / LiBH₄ / tetrahydrofuran / 0 - 20 °C

4.1: 88 percent / pyridine / CH₂Cl₂ / 2 h / -25 °C

5.1: 87 percent / DMAP / CH₂Cl₂ / 24 h / 20 °C

6.1: H₂ / Lindlar catalyst / tetrahydrofuran / atmospheric pressure

7.1: 532 mg / K₂CO₃ / tetrahydrofuran / 24 h / 55 °C

8.1: 98 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

9.1: H₂ / Pd/C / methanol / 3 h / atmospheric pressure

10.1: 617 mg / pyridine / tetrahydrofuran / 1 h / 0 °C

With pyridine; dmap; sodium hydroxide; lithium borohydride; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; hydrogen; sodium hydride; potassium carbonate; potassium osmate(VI); palladium on activated charcoal; Lindlar's catalyst; In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; water; 2.1: Sharpless aminohydroxylation;
DOI:10.1002/anie.200462298

Reference yield:

: 654644-19-6
(E)-3-[5-(2-Methoxy-ethoxymethoxy)-2-nitro-phenyl]-acrylic acid ethyl ester

: 850559-71-6
(2S,3S)-3-Allyloxycarbonylamino-2-benzoyloxymethyl-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-indole-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 79 percent / NaOH; t-butyl hypochlorite; (DHQ)2PHAL / potassium osmate dihydrate / propan-1-ol; H₂O / 2 h / 0 °C

2: 70 percent / LiBH₄ / tetrahydrofuran / 0 - 20 °C

3: 88 percent / pyridine / CH₂Cl₂ / 2 h / -25 °C

4: 87 percent / DMAP / CH₂Cl₂ / 24 h / 20 °C

5: H₂ / Lindlar catalyst / tetrahydrofuran / atmospheric pressure

6: 532 mg / K₂CO₃ / tetrahydrofuran / 24 h / 55 °C

7: 98 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

8: H₂ / Pd/C / methanol / 3 h / atmospheric pressure

9: 617 mg / pyridine / tetrahydrofuran / 1 h / 0 °C

With pyridine; dmap; sodium hydroxide; lithium borohydride; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; hydrogen; potassium carbonate; potassium osmate(VI); palladium on activated charcoal; Lindlar's catalyst; In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; water; 1: Sharpless aminohydroxylation;
DOI:10.1002/anie.200462298

Reference yield:

: 850559-82-9
{(1S,2R)-2,3-Dihydroxy-1-[5-(2-methoxy-ethoxymethoxy)-2-nitro-phenyl]-propyl}-carbamic acid benzyl ester

: 850559-71-6
(2S,3S)-3-Allyloxycarbonylamino-2-benzoyloxymethyl-5-(2-methoxy-ethoxymethoxy)-2,3-dihydro-indole-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / pyridine / CH₂Cl₂ / 2 h / -25 °C

2: 87 percent / DMAP / CH₂Cl₂ / 24 h / 20 °C

3: H₂ / Lindlar catalyst / tetrahydrofuran / atmospheric pressure

4: 532 mg / K₂CO₃ / tetrahydrofuran / 24 h / 55 °C

5: 98 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

6: H₂ / Pd/C / methanol / 3 h / atmospheric pressure

7: 617 mg / pyridine / tetrahydrofuran / 1 h / 0 °C

With pyridine; dmap; hydrogen; potassium carbonate; palladium on activated charcoal; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/anie.200462298