(3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester

Base Information

Chemical Name:(3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester
CAS No.:308240-94-0
Molecular Formula:C₃₅H₅₇IN₂O₅SSi
Molecular Weight:772.904
Hs Code.:

Synonyms:(3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester

Suppliers and Price of (3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester

There total 16 articles about (3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester 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: 95.0%

: 308240-82-6
(3R,5S)-5-{2-[(S)-2-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-3-((R)-toluene-4-sulfinylamino)-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester

: 308240-94-0
(3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester

Guidance literature:: With trifluoroacetic acid; In methanol; at 20 ℃; for 4h;
DOI:10.1016/S0040-4039(00)01241-7

Reference yield:

: 276870-05-4
(3S)-3-hydroxy-4-(triisopropylsilyloxy)butyric acid methyl ester

: 308240-94-0
(3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 76 percent / CSA / CH₂Cl₂ / 72 h / 20 °C

2: 90 percent / LiOH / tetrahydrofuran; H₂O / 12 h / 20 °C

3: Et₃N / 20 °C

4: NH₄OH / 0.5 h / 20 °C

5: 99 percent / Lawesson's reagent / tetrahydrofuran / 0.5 h / 20 °C

6: 2,6-lutidene / CH₂Cl₂ / 12 h / 20 °C

7: (CF₃CO)2O; pyridine / CH₂Cl₂ / 0.5 h / -30 °C

8: 92 percent / AcOH / tetrahydrofuran; H₂O / 12 h / 20 °C

9: Et₃N / CH₂Cl₂ / 1 h / 0 °C

10: dimethylsulfoxide / 6 h / 60 °C

11: 85 percent / DIBAL / toluene / 2 h / 0 °C

12: 64 percent / Ti(OEt)4 / CH₂Cl₂ / 4 h / 50 °C

13: LiHMDS / tetrahydrofuran / 0.17 h / -78 °C

14: 95 percent / TFA / methanol / 4 h / 20 °C

With Lawessons reagent; pyridine; 2,6-dimethylpyridine; titanium(IV) tetraethanolate; lithium hydroxide; ammonium hydroxide; camphor-10-sulfonic acid; diisobutylaluminium hydride; acetic acid; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; toluene; 1: Alkylation / 2: Hydrolysis / 3: Acylation / 4: amidation / 5: Substitution / 6: Cyclization / 7: Dehydration / 8: Elimination / 9: mesylation / 10: Substitution / 11: Hydrogenation / 12: Condensation / 13: Addition / 14: Hydrolysis;
DOI:10.1016/S0040-4039(00)01241-7

Reference yield:

: 308240-90-6
(+)-(S)-4-tert-Butyldimethylsilyloxy-3-methyl-2-butanone

: 308240-94-0
(3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: LiHMDS / -78 °C

1.2: 86 percent / TMSCl; Br₂

2.1: 2,6-lutidene / CH₂Cl₂ / 12 h / 20 °C

3.1: (CF₃CO)2O; pyridine / CH₂Cl₂ / 0.5 h / -30 °C

4.1: 92 percent / AcOH / tetrahydrofuran; H₂O / 12 h / 20 °C

5.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

6.1: dimethylsulfoxide / 6 h / 60 °C

7.1: 85 percent / DIBAL / toluene / 2 h / 0 °C

8.1: 64 percent / Ti(OEt)4 / CH₂Cl₂ / 4 h / 50 °C

9.1: LiHMDS / tetrahydrofuran / 0.17 h / -78 °C

10.1: 95 percent / TFA / methanol / 4 h / 20 °C

With pyridine; 2,6-dimethylpyridine; titanium(IV) tetraethanolate; diisobutylaluminium hydride; acetic acid; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; toluene; 1.1: deprotonation / 1.2: Bromination / 2.1: Cyclization / 3.1: Dehydration / 4.1: Elimination / 5.1: mesylation / 6.1: Substitution / 7.1: Hydrogenation / 8.1: Condensation / 9.1: Addition / 10.1: Hydrolysis;
DOI:10.1016/S0040-4039(00)01241-7