2-[2-(3-benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid

Base Information

Chemical Name:2-[2-(3-benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid
CAS No.:929804-26-2
Molecular Formula:C₃₀H₄₇NO₉
Molecular Weight:565.704
Hs Code.:

2-[2-(3-benzyloxy-2-<i>tert</i>-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid

Synonyms:2-[2-(3-benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid

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Chemical Property of 2-[2-(3-benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid

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Technology Process of 2-[2-(3-benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid

There total 11 articles about 2-[2-(3-benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid 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: 67.0%

: 929804-25-1
3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-hydroxymethyl-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

: 929804-26-2
2-[2-(3-benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid

Guidance literature:: 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-hydroxymethyl-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester; With hydrogen; palladium dihydroxide; In methanol; at 45 ℃; for 5h;

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃; for 0.5h;
DOI:10.1016/j.tetlet.2006.12.088

Reference yield:

: 929804-19-3
2-[2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-hexan-1-ol

: 929804-26-2
2-[2-(3-benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / Na(CN)BH₃; TMSCl; 4 Angstroem molecular sieves / acetonitrile / 0.17 h / 0 °C

2.1: Et₃N / CH₂Cl₂ / 12 h / 0 - 20 °C

3.1: DMP; NaHCO₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

3.2: 75 percent / Zn(BH₄)2 / diethyl ether / 0.17 h / 0 °C

4.1: 100 percent / DMAP / CH₂Cl₂; pyridine / 8 h / 0 - 20 °C

5.1: DDQ / CH₂Cl₂ / 0.5 h / 0 °C / pH 7

5.2: 96 percent / CH₂Cl₂ / 8 h / 0 °C

6.1: 95 percent / CSA / CH₂Cl₂; methanol / 3 h / 0 °C

7.1: H₂ / Pd(OH)2/C / methanol / 5 h / 45 °C

7.2: 67 percent / NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol / 0.5 h / 20 °C

With chloro-trimethyl-silane; phthalic acid dimethyl ester; 4 A molecular sieve; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; dmap; palladium dihydroxide; camphor-10-sulfonic acid; In pyridine; methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2006.12.088

Reference yield:

: 929804-17-1
2-butyl-4-(4-methoxy-benzyloxy)-pent-2-en-1-ol

: 929804-26-2
2-[2-(3-benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: 72 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 0.75 h / 0 °C

2.1: 90 percent / ZnCl₂; Zn / Cp₂TiCl₂ / tetrahydrofuran / 12 h / -20 - 20 °C

3.1: 80 percent / Na(CN)BH₃; TMSCl; 4 Angstroem molecular sieves / acetonitrile / 0.17 h / 0 °C

4.1: Et₃N / CH₂Cl₂ / 12 h / 0 - 20 °C

5.1: DMP; NaHCO₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

5.2: 75 percent / Zn(BH₄)2 / diethyl ether / 0.17 h / 0 °C

6.1: 100 percent / DMAP / CH₂Cl₂; pyridine / 8 h / 0 - 20 °C

7.1: DDQ / CH₂Cl₂ / 0.5 h / 0 °C / pH 7

7.2: 96 percent / CH₂Cl₂ / 8 h / 0 °C

8.1: 95 percent / CSA / CH₂Cl₂; methanol / 3 h / 0 °C

9.1: H₂ / Pd(OH)2/C / methanol / 5 h / 45 °C

9.2: 67 percent / NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol / 0.5 h / 20 °C

With chloro-trimethyl-silane; phthalic acid dimethyl ester; 4 A molecular sieve; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride; zinc; dmap; bis(cyclopentadienyl)titanium dichloride; palladium dihydroxide; camphor-10-sulfonic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2006.12.088