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

Base Information

• Chemical Name: N-((S)-3-{3-[(S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methylsulfanyl-propyl]-thioureido}-1-hydroxymethyl-propyl)-4-methyl-benzenesulfonamide
• CAS No.: 127542-05-6
• Molecular Formula: C₃₃H₄₇N₃O₄S₃Si
• Molecular Weight: 674.037
• Mol file: 127542-05-6.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about N-((S)-3-{3-[(S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methylsulfanyl-propyl]-thioureido}-1-hydroxymethyl-propyl)-4-methyl-benzenesulfonamide 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:

(S)-methioninol (2899-37-8) → N-((S)-3-{3-[(S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methylsulfanyl-propyl]-thioureido}-1-hydroxymethyl-propyl)-4-methyl-benzenesulfonamide (127542-05-6)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / acetonitrile / 20 °C

2: Na₂CO₃ / CH₂Cl₂; H₂O / 2 h / Ambient temperature

3: acetonitrile / 35 deg C, 3h, then standing overnight

With 1H-imidazole; sodium carbonate; In dichloromethane; water; acetonitrile;

DOI:10.1021/jo00299a013

Reference yield:

N2-(toluene-4-sulfonyl)-L-asparagine (36212-66-5) → N-((S)-3-{3-[(S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methylsulfanyl-propyl]-thioureido}-1-hydroxymethyl-propyl)-4-methyl-benzenesulfonamide (127542-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / LiBH₄, (CH₃)3SiCl / tetrahydrofuran / <10 deg C, 30 min, then RT, 1h, then reflux, 2h

2: acetonitrile / 35 deg C, 3h, then standing overnight

With lithium borohydride; chloro-trimethyl-silane; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo00299a013

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N-((S)-3-{3-[(S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methylsulfanyl-propyl]-thioureido}-1-hydroxymethyl-propyl)-4-methyl-benzenesulfonamide (127542-05-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / 1N aq. NaOH / acetone / 40 - 50 °C / pH 9-10

2: 86 percent / LiBH₄, (CH₃)3SiCl / tetrahydrofuran / <10 deg C, 30 min, then RT, 1h, then reflux, 2h

3: acetonitrile / 35 deg C, 3h, then standing overnight

With sodium hydroxide; lithium borohydride; chloro-trimethyl-silane; In tetrahydrofuran; acetone; acetonitrile;

DOI:10.1021/jo00299a013

upstream raw materials:

(2S)-4-amino-2-<<(4-methylphenyl)sulfonyl>amino>butan-1-ol

(2S)-1-<(tert-butyldiphenylsilyl)oxy>-5-thiahex-2-yl isothiocyanate

(S)-methioninol

N²-(toluene-4-sulfonyl)-L-asparagine

Downstream raw materials:

[(2S,8S)-8-Hydroxymethyl-1-(toluene-4-sulfonyl)-1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidin-2-yl]-methanol

(2S,8S)-2,8-Bis(tert-butyldiphenylsilyloxymethyl)-3,4,6,7,8,9-hexahydro-9-<(4-methylphenyl)sulfonyl>-2H-pyrimido<1,2-a>pyrimidin

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

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