N-<(3S)-4-<(tert-butyldimethylsilyl)oxy>-3-<<(4-methylphenyl)sulfonyl>amino>butyl>-N'-<(2R)-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahex-2-yl>thiourea

Base Information

• Chemical Name: N-<(3S)-4-<(tert-butyldimethylsilyl)oxy>-3-<<(4-methylphenyl)sulfonyl>amino>butyl>-N'-<(2R)-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahex-2-yl>thiourea
• CAS No.: 127542-06-7
• Molecular Formula: C₃₉H₆₁N₃O₄S₃Si₂
• Molecular Weight: 788.3
• Mol file: 127542-06-7.mol

Synonyms:

Chemical Property of N-<(3S)-4-<(tert-butyldimethylsilyl)oxy>-3-<<(4-methylphenyl)sulfonyl>amino>butyl>-N'-<(2R)-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahex-2-yl>thiourea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<(3S)-4-<(tert-butyldimethylsilyl)oxy>-3-<<(4-methylphenyl)sulfonyl>amino>butyl>-N'-<(2R)-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahex-2-yl>thiourea

There total 1 articles about N-<(3S)-4-<(tert-butyldimethylsilyl)oxy>-3-<<(4-methylphenyl)sulfonyl>amino>butyl>-N'-<(2R)-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahex-2-yl>thiourea 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:

N-((S)-3-{3-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methylsulfanyl-propyl]-thioureido}-1-hydroxymethyl-propyl)-4-methyl-benzenesulfonamide (127542-09-0) + tert-butyldimethylsilyl chloride (18162-48-6) → N-<(3S)-4-<(tert-butyldimethylsilyl)oxy>-3-<<(4-methylphenyl)sulfonyl>amino>butyl>-N'-<(2R)-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahex-2-yl>thiourea (127542-06-7)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 2h; Yield given; Ambient temperature;

DOI:10.1021/jo00299a013

Reference yield:

N-<(3S)-4-<(tert-butyldimethylsilyl)oxy>-3-<<(4-methylphenyl)sulfonyl>amino>butyl>-N'-<(2R)-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahex-2-yl>thiourea (127542-06-7) → (2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-3,4,6,7,8,9-hexahydro-2H-pyrimido<1,2-a>pyrimidine hydroiodide

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) methyl trifluoromethanesulfonate, ethyldiisopropylamine, 2.) ethyldiisopropylamine / 1.) CH₂Cl₂, 0-10 deg C, 2h, 2.) reflux, overnight

2: 85 percent / AlHg / tetrahydrofuran; H₂O / Ambient temperature

With aluminium amalgam; N-ethyl-N,N-diisopropylamine; methyl trifluoromethanesulfonate; In tetrahydrofuran; water;

DOI:10.1021/jo00299a013

Reference yield:

N-<(3S)-4-<(tert-butyldimethylsilyl)oxy>-3-<<(4-methylphenyl)sulfonyl>amino>butyl>-N'-<(2R)-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahex-2-yl>thiourea (127542-06-7) → (2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene (127542-08-9,127570-52-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; methyl trifluoromethanesulfonate; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0-10 deg C, 2h, 2.) reflux, overnight;

DOI:10.1021/jo00299a013

upstream raw materials:

N-((S)-3-{3-[(R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methylsulfanyl-propyl]-thioureido}-1-hydroxymethyl-propyl)-4-methyl-benzenesulfonamide

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene