C₅₈H₁₀₁N₅O₁₅Si

Base Information

• Chemical Name: C₅₈H₁₀₁N₅O₁₅Si
• CAS No.: 148339-15-5
• Molecular Formula: C₅₈H₁₀₁N₅O₁₅Si
• Molecular Weight: 1136.55
• Mol file: 148339-15-5.mol

Synonyms:C₅₈H₁₀₁N₅O₁₅Si

Chemical Property of C₅₈H₁₀₁N₅O₁₅Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₈H₁₀₁N₅O₁₅Si

There total 36 articles about C₅₈H₁₀₁N₅O₁₅Si 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:

N-benzyloxycarbonylamino-D-alloisoleucine (3160-59-6,4276-05-5,28862-89-7,55723-45-0,55723-48-3,127866-12-0) → C58H101N5O15Si (148339-15-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) pentafluorophenyl trifluoroacetate, pyridine, 2.) LDA / 1.) CH₂Cl₂, 2.) THF

2: 83 percent / KBH₄ / ethanol

3: 2,6-lutidine

4: 98 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / 2068.6 Torr

5: 72 percent / BOP, DMAP / CH₂Cl₂ / Ambient temperature

6: 86 percent / aq. AcOH / tetrahydrofuran / 12 h

7: Dess-Martin periodinane reagent / CH₂Cl₂ / 0.5 h / Ambient temperature

8: 99 percent / 1 M KMnO₄, 5percent NaH₂PO₄ / 2-methyl-propan-2-ol

9: 98 percent / H₂ / Pd/C

With pyridine; 2,6-dimethylpyridine; dmap; potassium permanganate; sodium dihydrogenphosphate; potassium borohydride; pentafluorophenyl trifloroacetate; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; acetic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; tert-butyl alcohol;

DOI:10.1021/jo00097a022

Reference yield:

(3S,4S,5R)-6-[(tert-butyldimethylsilyl)oxy]-4-(methoxymethoxy)-2,5-dimethyl-3-hexanol acetate (126587-53-9) → C58H101N5O15Si (148339-15-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) pentafluorophenyl trifluoroacetate, pyridine, 2.) LDA / 1.) CH₂Cl₂, 2.) THF

2: 83 percent / KBH₄ / ethanol

3: 2,6-lutidine

4: 98 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / 2068.6 Torr

5: 72 percent / BOP, DMAP / CH₂Cl₂ / Ambient temperature

6: 86 percent / aq. AcOH / tetrahydrofuran / 12 h

7: Dess-Martin periodinane reagent / CH₂Cl₂ / 0.5 h / Ambient temperature

8: 99 percent / 1 M KMnO₄, 5percent NaH₂PO₄ / 2-methyl-propan-2-ol

9: 98 percent / H₂ / Pd/C

With pyridine; 2,6-dimethylpyridine; dmap; potassium permanganate; sodium dihydrogenphosphate; potassium borohydride; pentafluorophenyl trifloroacetate; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; acetic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; tert-butyl alcohol;

DOI:10.1021/jo00097a022

Reference yield:

(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester (126587-55-1) → C58H101N5O15Si (148339-15-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 83 percent / KBH₄ / ethanol

2: 2,6-lutidine

3: 98 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / 2068.6 Torr

4: 72 percent / BOP, DMAP / CH₂Cl₂ / Ambient temperature

5: 86 percent / aq. AcOH / tetrahydrofuran / 12 h

6: Dess-Martin periodinane reagent / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 99 percent / 1 M KMnO₄, 5percent NaH₂PO₄ / 2-methyl-propan-2-ol

8: 98 percent / H₂ / Pd/C

With 2,6-dimethylpyridine; dmap; potassium permanganate; sodium dihydrogenphosphate; potassium borohydride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; tert-butyl alcohol;

DOI:10.1021/jo00097a022

upstream raw materials:

N-benzyloxycarbonylamino-D-alloisoleucine

(3S,4S,5R)-6-[(tert-butyldimethylsilyl)oxy]-4-(methoxymethoxy)-2,5-dimethyl-3-hexanol acetate

(3S,4R,5S)-4-Amino-5-methyl-3-triisopropylsilanyloxy-heptanoic acid (1S,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-1-isopropyl-2-methoxymethoxy-3-methyl-butyl ester

(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

Downstream raw materials:

C₅₈H₉₉N₅O₁₄Si

cyclo--5-methylheptanoyl>oxy-3-(methoxymethoxy)-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-N,O-dimethyl-L-tyrosyl>-L-threonyl>