{(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester

Base Information

Chemical Name:{(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester
CAS No.:210428-66-3
Molecular Formula:C₄₀H₅₅N₃O₉S₂Si
Molecular Weight:814.109
Hs Code.:

{(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester

Synonyms:{(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester

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Chemical Property of {(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester

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Technology Process of {(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester

There total 14 articles about {(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic 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: 36.0%

: 171253-75-1
((E)-(S)-3-Chlorosulfonyl-1-isopropyl-allyl)-carbamic acid tert-butyl ester

: {(E)-(S)-3-Amino-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester; hydrochloride

: 210428-66-3
{(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester

Guidance literature:: With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; Ambient temperature;

Reference yield:

: 79069-14-0
(S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutan-1-ol

: 210428-66-3
{(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) (COCl)2, DMSO; 2.) Et₃N / CH₂Cl₂ / -63 °C

2: 77 percent / nBuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3: acetone / Heating

4: 87 percent / SO₂Cl₂, Ph₃P, 3 Angstroem molecular sieves / CH₂Cl₂ / 3 h / Ambient temperature

5: 36 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU), 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / Ambient temperature

With dmap; n-butyllithium; sulfuryl dichloride; oxalyl dichloride; 3 A molecular sieve; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; acetone;

Reference yield:

: 4326-36-7
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

: 210428-66-3
{(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 89 percent / imidazole / CH₂Cl₂ / 4 h / Ambient temperature

2: 95 percent / DIBAL-H / toluene; tetrahydrofuran / -78 °C

3: 63 percent / nBuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4: acetone / Heating

5: 70 percent / SO₂Cl₂, Ph₃P, 3 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 0 to 25 deg C

6: 58 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU), 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / Ambient temperature

7: HCl/MeOH / Ambient temperature; 0 to 25 deg C

8: 36 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU), 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; hydrogenchloride; methanol; dmap; n-butyllithium; sulfuryl dichloride; 3 A molecular sieve; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; acetone; toluene;