2-benzyloxycarbonylamino-3-[5'-(2-tert-butoxycarbonylamino-3-methoxymethoxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester

Base Information

• Chemical Name: 2-benzyloxycarbonylamino-3-[5'-(2-tert-butoxycarbonylamino-3-methoxymethoxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester
• CAS No.: 579469-83-3
• Molecular Formula: C₄₂H₆₀N₂O₁₁Si
• Molecular Weight: 797.031
• Mol file: 579469-83-3.mol

Synonyms:2-benzyloxycarbonylamino-3-[5'-(2-tert-butoxycarbonylamino-3-methoxymethoxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester

Chemical Property of 2-benzyloxycarbonylamino-3-[5'-(2-tert-butoxycarbonylamino-3-methoxymethoxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzyloxycarbonylamino-3-[5'-(2-tert-butoxycarbonylamino-3-methoxymethoxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester

There total 12 articles about 2-benzyloxycarbonylamino-3-[5'-(2-tert-butoxycarbonylamino-3-methoxymethoxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl 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%

C17H28BNO7 (579469-82-2) + 2-benzyloxycarbonylamino-3-[3-bromo-5-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid methyl ester (579469-96-8) → 2-benzyloxycarbonylamino-3-[5'-(2-tert-butoxycarbonylamino-3-methoxymethoxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester (579469-83-3)

Guidance literature:

With sodium carbonate; tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In methanol; toluene; at 85 ℃; for 0.25h;

DOI:10.1016/S0040-4039(03)00856-6

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2-benzyloxycarbonylamino-3-[5'-(2-tert-butoxycarbonylamino-3-methoxymethoxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester (579469-83-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / NaHCO₃ / dioxane; H₂O / 18 h / 25 °C

2: 78 percent / NaH / dimethylformamide; tetrahydrofuran / 72 h / 25 °C

3: 82 percent / EtOCOCl; NaBH₄ / tetrahydrofuran; methanol / 0.33 h / 0 °C

4: 92 percent / i-Pr₂NEt / CH₂Cl₂ / 8 h / 25 °C

5: 99 percent / i-PrMgCl; t-BuLi; (MeO)3B / tetrahydrofuran / 1 h / -78 - 25 °C

6: 95 percent / Na₂CO₃; (o-tolyl)3P / Pd₂(dba)3 / toluene; methanol / 0.25 h / 85 °C

With sodium tetrahydroborate; Trimethyl borate; tert.-butyl lithium; isopropylmagnesium chloride; chloroformic acid ethyl ester; sodium hydride; sodium hydrogencarbonate; sodium carbonate; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(03)00856-6

Reference yield:

3-Iodo-L-tyrosine (70-78-0) → 2-benzyloxycarbonylamino-3-[5'-(2-tert-butoxycarbonylamino-3-methoxymethoxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester (579469-83-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / NaHCO₃ / dioxane; H₂O / 18 h / 25 °C

2: 78 percent / NaH / dimethylformamide; tetrahydrofuran / 72 h / 25 °C

3: 82 percent / EtOCOCl; NaBH₄ / tetrahydrofuran; methanol / 0.33 h / 0 °C

4: 92 percent / i-Pr₂NEt / CH₂Cl₂ / 8 h / 25 °C

5: 99 percent / i-PrMgCl; t-BuLi; (MeO)3B / tetrahydrofuran / 1 h / -78 - 25 °C

6: 95 percent / Na₂CO₃; (o-tolyl)3P / Pd₂(dba)3 / toluene; methanol / 0.25 h / 85 °C

With sodium tetrahydroborate; Trimethyl borate; tert.-butyl lithium; isopropylmagnesium chloride; chloroformic acid ethyl ester; sodium hydride; sodium hydrogencarbonate; sodium carbonate; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(03)00856-6

upstream raw materials:

C₁₇H₂₈BNO₇

2-benzyloxycarbonylamino-3-[3-bromo-5-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid methyl ester

di-tert-butyl dicarbonate

3-Iodo-L-tyrosine

Downstream raw materials:

(2S,3S)-2-{(S)-3-[5'-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-3'-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-2-tert-butoxycarbonylamino-propionylamino}-3-methyl-pentanoic acid benzyl ester

(S)-2-((2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pentanoylamino)-3-[5'-((S)-2-tert-butoxycarbonylamino-3-methoxymethoxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester

(S)-3-[5'-[(S)-2-((2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pentanoylamino)-2-methoxycarbonyl-ethyl]-3'-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-2-tert-butoxycarbonylamino-propionic acid

(S)-2-((2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pentanoylamino)-3-[5'-((S)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-5-(tert-butyl-dimethyl-silanyloxy)-6,2'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester