(E)-(2S,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-5-phenyl-pent-4-en-1-one

Base Information

• Chemical Name: (E)-(2S,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-5-phenyl-pent-4-en-1-one
• CAS No.: 142039-67-6
• Molecular Formula: C₃₆H₅₂N₂O₄SSi
• Molecular Weight: 636.971

Synonyms:(E)-(2S,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-5-phenyl-pent-4-en-1-one

Chemical Property of (E)-(2S,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-5-phenyl-pent-4-en-1-one

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Technology Process of (E)-(2S,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-5-phenyl-pent-4-en-1-one

There total 2 articles about (E)-(2S,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-5-phenyl-pent-4-en-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:

C21H25NO3S (142039-50-7) → (E)-(2S,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-5-phenyl-pent-4-en-1-one (142039-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) -78 deg C

DOI:10.1021/ja00039a066

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + (E)-(2S,3S)-3-Benzylamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-((S)-1-hydroxy-ethyl)-5-phenyl-pent-4-en-1-one (142039-66-5) → (E)-(2S,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-5-phenyl-pent-4-en-1-one (142039-67-6)

Guidance literature:

Yield given;

DOI:10.1021/ja00039a066

Reference yield: 60.0%

(E)-(2S,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-5-phenyl-pent-4-en-1-one (142039-67-6) → (E)-(2R,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-phenyl-pent-4-en-1-ol (142039-68-7)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1021/ja00039a066

upstream raw materials:

tert-butyldimethylsilyl chloride

(E)-(2S,3S)-3-Benzylamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-((S)-1-hydroxy-ethyl)-5-phenyl-pent-4-en-1-one

C₂₁H₂₅NO₃S

Downstream raw materials:

(E)-(2R,3S)-3-Benzylamino-2-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-phenyl-pent-4-en-1-ol

(3S,4S)-1-benzyl-3-<(S)-1-(t-butyldimethylsiloxy)ethyl>-4-<(E)-styryl>-2-azetidinone

Benzyl-[(1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-1-((E)-styryl)-2-triethylsilanyloxymethyl-butyl]-amine

Benzyl-[(1S,2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-formyl-1-((E)-styryl)-butyl]-carbamic acid tert-butyl ester

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