(Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione

Base Information

Chemical Name:(Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione
CAS No.:1027823-75-1
Molecular Formula:C₄₁H₅₅NO₄Si
Molecular Weight:653.978
Hs Code.:

Synonyms:(Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione

There total 17 articles about (Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione 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: 93.0%

: 1027381-57-2
(S)-2-[((2R,4S)-2,4-Dimethyl-hex-5-enoyl)-methyl-amino]-3-phenyl-propionic acid (1R,3S)-1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-methyl-pent-4-enyl ester

: 1027823-75-1
(Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione

Guidance literature:: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 42 ℃;
DOI:10.1021/ol049292p

Reference yield:

: 2121-69-9,54630-82-9,107173-22-8,3817-48-9
(2R,4S)-2,4-dimethylpentane-1,5-diol

: 1027823-75-1
(Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / lipase PS-30 / 1,2-dimethoxy-ethane / 23 °C

2: imidazole

3: DIBAL / -78 °C

4: SO₃*pyridine; Et₃N; DMSO / 0 °C

5: n-BuLi / tetrahydrofuran

6: nBu₄NF / tetrahydrofuran

7: PDC / dimethylformamide

8: EDCI; HOBt / 23 °C

9: 93 percent / second-generation Grubbs' catalyst / CH₂Cl₂ / 42 °C

With 1H-imidazole; dipyridinium dichromate; n-butyllithium; lipase PS-30; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; 5: Wittig reaction;
DOI:10.1021/ol049292p

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1027823-75-1
(Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / PPh₃; DEAD / diethyl ether / 23 °C

2: trifluoroacetic acid / 0 °C

3: EDCI; HOBt / 23 °C

4: 93 percent / second-generation Grubbs' catalyst / CH₂Cl₂ / 42 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In diethyl ether; dichloromethane; 2: Mitsunobu esterification;
DOI:10.1021/ol049292p