[(S)-1-Formyl-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-1-Formyl-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 151133-13-0
• Molecular Formula: C₂₃H₃₉NO₄Si
• Molecular Weight: 421.652
• Mol file: 151133-13-0.mol

Synonyms:[(S)-1-Formyl-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property of [(S)-1-Formyl-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-1-Formyl-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

There total 6 articles about [(S)-1-Formyl-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl 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: 90.0%

(S)-methyl 2-(tert-butoxycarbonylamino)-3-(4-(triisopropylsilyloxy)phenyl)propanoate (735327-63-6) → [(S)-1-Formyl-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester (151133-13-0)

Guidance literature:

With diisobutylaluminium hydride;

DOI:10.1016/S0040-4020(02)00627-0

Reference yield:

[(S)-1-(Methoxy-methyl-carbamoyl)-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester (151133-11-8) → [(S)-1-Formyl-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester (151133-13-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -50 ℃;

DOI:10.1021/jo00073a010

Reference yield:

triisopropylsilyl chloride (13154-24-0) → [(S)-1-Formyl-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester (151133-13-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / DMAP, imidazole / CH₂Cl₂

2: LiAlH₄ / tetrahydrofuran / -50 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00073a010

upstream raw materials:

[(S)-1-(Methoxy-methyl-carbamoyl)-2-(4-triisopropylsilanyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

(S)-methyl 2-(tert-butoxycarbonylamino)-3-(4-(triisopropylsilyloxy)phenyl)propanoate

triisopropylsilyl chloride

Boc-Tyr-OH

Downstream raw materials:

C₆₈H₉₄Cl₃N₉O₁₆Si

C₆₅H₉₀Cl₃N₉O₁₆Si

(E)-(S)-4-((2R,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-5-(4-triisopropylsilanyloxy-phenyl)-pent-2-enoic acid allyl ester

(E)-(S)-4-((2R,3S)-2-Amino-3-methyl-pentanoylamino)-5-(4-triisopropylsilanyloxy-phenyl)-pent-2-enoic acid allyl ester