(3S)-3-[(1S)-1-(tert-butyl-dimethyl-silanyloxy)-(2S)-2-dibenzylamino-4-methyl-pentyl]-tetrahydro-furan-(2R)-2-carboxylic acid N-methyl-L-alanine amide

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Chemical Name:(3S)-3-[(1S)-1-(tert-butyl-dimethyl-silanyloxy)-(2S)-2-dibenzylamino-4-methyl-pentyl]-tetrahydro-furan-(2R)-2-carboxylic acid N-methyl-L-alanine amide
CAS No.:864366-81-4
Molecular Formula:C₃₅H₅₅N₃O₄Si
Molecular Weight:609.925
Hs Code.:

(3S)-3-[(1S)-1-(tert-butyl-dimethyl-silanyloxy)-(2S)-2-dibenzylamino-4-methyl-pentyl]-tetrahydro-furan-(2R)-2-carboxylic acid N-methyl-L-alanine amide

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Chemical Property of (3S)-3-[(1S)-1-(tert-butyl-dimethyl-silanyloxy)-(2S)-2-dibenzylamino-4-methyl-pentyl]-tetrahydro-furan-(2R)-2-carboxylic acid N-methyl-L-alanine amide

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Technology Process of (3S)-3-[(1S)-1-(tert-butyl-dimethyl-silanyloxy)-(2S)-2-dibenzylamino-4-methyl-pentyl]-tetrahydro-furan-(2R)-2-carboxylic acid N-methyl-L-alanine amide

There total 9 articles about (3S)-3-[(1S)-1-(tert-butyl-dimethyl-silanyloxy)-(2S)-2-dibenzylamino-4-methyl-pentyl]-tetrahydro-furan-(2R)-2-carboxylic acid N-methyl-L-alanine amide 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:

: 864366-58-5
(3S)-3-[(1S,2S)-2-dibenzylamino-1-hydroxy-4-methyl-pentyl]-dihydro-furan-2-one

: 864366-81-4
(3S)-3-[(1S)-1-(tert-butyl-dimethyl-silanyloxy)-(2S)-2-dibenzylamino-4-methyl-pentyl]-tetrahydro-furan-(2R)-2-carboxylic acid N-methyl-L-alanine amide

Guidance literature:: Multi-step reaction with 9 steps

1.1: 95 percent / 2,6-lutidine

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

2.2: tetrahydrofuran; hexane / 0.67 h / -78 °C

2.3: 58 percent / NaBH₄ / methanol / 20 °C

3.1: 87 percent / PPh₃; DEAD / tetrahydrofuran / 3 h / 20 °C

4.1: 84 percent / HgO; BF₃*Et₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

5.1: NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / acetonitrile; 2-methyl-propan-2-ol; H₂O / 0.5 h / 0 °C

6.1: 18 mg / CH₂Cl₂; diethyl ether / 0 °C

7.1: NaOMe / methanol / 6 h / 70 °C

8.1: 82 mg / NaOH / methanol; H₂O / 12 h / 20 °C

9.1: 22 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 14 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium methylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; mercury(II) oxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetonitrile; tert-butyl alcohol; 3.1: Mitsunobu reaction;
DOI:10.1021/jo050749y

Reference yield:

: 864366-56-3
(3R)-3-[(1S,2S)-2-dibenzylamino-1-hydroxy-4-methyl-pentyl]-dihydro-furan-2-one

: 864366-81-4
(3S)-3-[(1S)-1-(tert-butyl-dimethyl-silanyloxy)-(2S)-2-dibenzylamino-4-methyl-pentyl]-tetrahydro-furan-(2R)-2-carboxylic acid N-methyl-L-alanine amide

Guidance literature:: Multi-step reaction with 9 steps

1.1: 95 percent / 2,6-lutidine

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

2.2: tetrahydrofuran; hexane / 0.67 h / -78 °C

2.3: 58 percent / NaBH₄ / methanol / 20 °C

3.1: 87 percent / PPh₃; DEAD / tetrahydrofuran / 3 h / 20 °C

4.1: 84 percent / HgO; BF₃*Et₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

5.1: NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / acetonitrile; 2-methyl-propan-2-ol; H₂O / 0.5 h / 0 °C

6.1: 18 mg / CH₂Cl₂; diethyl ether / 0 °C

7.1: NaOMe / methanol / 6 h / 70 °C

8.1: 82 mg / NaOH / methanol; H₂O / 12 h / 20 °C

9.1: 22 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 14 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium methylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; mercury(II) oxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetonitrile; tert-butyl alcohol; 3.1: Mitsunobu reaction;
DOI:10.1021/jo050749y

Reference yield:

: 864366-76-7
(3S)-3-[(1S)-1-(tert-butyl-dimethyl-silanyloxy)-(2S)-2-dibenzylamino-4-methyl-pentyl]-tetrahydro-furan-(2S)-2-carbaldehyde

: 864366-81-4
(3S)-3-[(1S)-1-(tert-butyl-dimethyl-silanyloxy)-(2S)-2-dibenzylamino-4-methyl-pentyl]-tetrahydro-furan-(2R)-2-carboxylic acid N-methyl-L-alanine amide

Guidance literature:: Multi-step reaction with 5 steps

1: NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / acetonitrile; 2-methyl-propan-2-ol; H₂O / 0.5 h / 0 °C

2: 18 mg / CH₂Cl₂; diethyl ether / 0 °C

3: NaOMe / methanol / 6 h / 70 °C

4: 82 mg / NaOH / methanol; H₂O / 12 h / 20 °C

5: 22 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 14 h / 0 - 20 °C

With sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium methylate; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo050749y