toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-tert-butoxycarbonylamino-2-cyano-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Base Information

Chemical Name:toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-tert-butoxycarbonylamino-2-cyano-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-propyl ester
CAS No.:186355-43-1
Molecular Formula:C₄₀H₅₅N₃O₉SSi
Molecular Weight:782.043
Hs Code.:

toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-<i>tert</i>-butoxycarbonylamino-2-cyano-phenyl)-2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-propyl ester

Synonyms:toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-tert-butoxycarbonylamino-2-cyano-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-propyl ester

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Chemical Property of toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-tert-butoxycarbonylamino-2-cyano-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-propyl ester

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Technology Process of toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-tert-butoxycarbonylamino-2-cyano-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-propyl ester

There total 12 articles about toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-tert-butoxycarbonylamino-2-cyano-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-propyl 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: 82.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 186355-42-0
toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-tert-butoxycarbonylamino-2-cyano-phenyl)-2-hydroxy-propyl ester

: 186355-43-1
toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-tert-butoxycarbonylamino-2-cyano-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -30 ℃; for 2h;
DOI:10.1021/ja962431g

Reference yield:

: 25945-96-4
2-benzyloxy-4-nitro-phenylamine

: 186355-43-1
toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-tert-butoxycarbonylamino-2-cyano-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / NBS

2.1: 95 percent

3.1: 100 percent / Al-Hg

4.1: 82 percent

5.1: 88 percent / TFA

6.1: 92 percent / Pb(OAc)4

7.1: 71 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / -78 °C

8.1: 96 percent / NMMO / OsO₄ / acetone; H₂O / 25 °C

9.1: Bu₂SnO / toluene / 4 h / Heating

9.2: 88 percent / Et₃N / toluene / 10 h / 25 °C

10.1: 82 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -30 °C

With 2,6-dimethylpyridine; lead(IV) acetate; N-Bromosuccinimide; aluminium amalgam; boron trifluoride diethyl etherate; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; trifluoroacetic acid; osmium(VIII) oxide; In dichloromethane; water; acetone; toluene; 1.1: Bromination / 2.1: Substitution / 3.1: Reduction / 4.1: alkoxycarbonylation / 5.1: dealkoxycarbonylation / 6.1: Oxidation / 7.1: Addition / 8.1: hydroxylation / 9.1: Addition / 9.2: Tosylation / 10.1: silylation;
DOI:10.1021/ja962431g

Reference yield:

: 127028-17-5
2-(benzyloxy)-6-bromo-4-nitro-aniline

: 186355-43-1
toluene-4-sulfonic acid 3-(4-benzyloxy-3,6-bis-tert-butoxycarbonylamino-2-cyano-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 95 percent

2.1: 100 percent / Al-Hg

3.1: 82 percent

4.1: 88 percent / TFA

5.1: 92 percent / Pb(OAc)4

6.1: 71 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / -78 °C

7.1: 96 percent / NMMO / OsO₄ / acetone; H₂O / 25 °C

8.1: Bu₂SnO / toluene / 4 h / Heating

8.2: 88 percent / Et₃N / toluene / 10 h / 25 °C

9.1: 82 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -30 °C

With 2,6-dimethylpyridine; lead(IV) acetate; aluminium amalgam; boron trifluoride diethyl etherate; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; trifluoroacetic acid; osmium(VIII) oxide; In dichloromethane; water; acetone; toluene; 1.1: Substitution / 2.1: Reduction / 3.1: alkoxycarbonylation / 4.1: dealkoxycarbonylation / 5.1: Oxidation / 6.1: Addition / 7.1: hydroxylation / 8.1: Addition / 8.2: Tosylation / 9.1: silylation;
DOI:10.1021/ja962431g