(R)-2-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-butan-1-one

Base Information

• Chemical Name: (R)-2-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-butan-1-one
• CAS No.: 125665-18-1
• Molecular Formula: C₂₇H₄₃NO₄SSi
• Molecular Weight: 505.794

Synonyms:

Chemical Property of (R)-2-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-butan-1-one

Chemical Property:

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Useful:

Technology Process of (R)-2-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-butan-1-one

There total 11 articles about (R)-2-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-butan-1-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: 82.0%

t-butyldimethylsiyl triflate (69739-34-0) + N-<(2R,3R)-2-(hydroxybenzyl)butanoyl>bornane-10,2-sultam (125665-04-5,125760-61-4,125760-67-0,125760-73-8) → (R)-2-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-butan-1-one (125665-18-1,125760-82-9,125760-87-4,125827-20-5)

Guidance literature:

With 2,6-dimethylpyridine; at 0 ℃; for 0.166667h;

DOI:10.1021/ja00163a045

Reference yield:

N-propionyl-(2R)-bornane-(10,2)-sultam (125664-95-1) → (R)-2-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-butan-1-one (125665-18-1,125760-82-9,125760-87-4,125827-20-5)

Guidance literature:

Multi-step reaction with 5 steps

2: H₂O₂, LiOH / 1.) THF, H₂O, 0 deg C

3: 1.) NaH / 1.) toluene, RT, 2 h, 2.) 2 h

4: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 1 h

5: 82 percent / 2,6-lutidine / 0.17 h / 0 °C

With 2,6-dimethylpyridine; lithium hydroxide; n-butyllithium; dihydrogen peroxide; sodium hydride;

DOI:10.1021/ja00163a045

Reference yield:

N-<(2R,3S)-3-hydroxy-2,4-dimethylpentanoyl>bornane-10,2-sultam (125665-01-2) → (R)-2-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-butan-1-one (125665-18-1,125760-82-9,125760-87-4,125827-20-5)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂O₂, LiOH / 1.) THF, H₂O, 0 deg C

2: 1.) NaH / 1.) toluene, RT, 2 h, 2.) 2 h

3: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 1 h

4: 82 percent / 2,6-lutidine / 0.17 h / 0 °C

With 2,6-dimethylpyridine; lithium hydroxide; n-butyllithium; dihydrogen peroxide; sodium hydride;

DOI:10.1021/ja00163a045

upstream raw materials:

t-butyldimethylsiyl triflate

N-<(2R,3R)-2-(hydroxybenzyl)butanoyl>bornane-10,2-sultam

N-butanoylbornane-10,2-sultam

N-propionyl-(2R)-bornane-(10,2)-sultam

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