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

Base Information

• Chemical Name: 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-hydroxymethyl-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester
• CAS No.: 929804-25-1
• Molecular Formula: C₃₀H₄₉NO₈
• Molecular Weight: 551.721

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

Chemical Property of 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-hydroxymethyl-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-hydroxymethyl-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

There total 10 articles about 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-hydroxymethyl-1-methyl-2-(3-methyl-butyryloxy)-heptyl 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%

3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester (929804-24-0) → 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-hydroxymethyl-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester (929804-25-1)

Guidance literature:

camphor-10-sulfonic acid; In methanol; dichloromethane; at 0 ℃; for 3h;

DOI:10.1016/j.tetlet.2006.12.088

Reference yield:

2-[2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-hexan-1-ol (929804-19-3) → 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-hydroxymethyl-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester (929804-25-1)

Guidance literature:

Multi-step reaction with 6 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

With chloro-trimethyl-silane; phthalic acid dimethyl ester; 4 A molecular sieve; sodium cyanoborohydride; sodium hydrogencarbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; dmap; camphor-10-sulfonic acid; In pyridine; methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.tetlet.2006.12.088

Reference yield:

2-butyl-4-(4-methoxy-benzyloxy)-pent-2-en-1-ol (929804-17-1) → 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-hydroxymethyl-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester (929804-25-1)

Guidance literature:

Multi-step reaction with 8 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

With chloro-trimethyl-silane; phthalic acid dimethyl ester; 4 A molecular sieve; 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; camphor-10-sulfonic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.tetlet.2006.12.088

upstream raw materials:

3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

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

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

{2-butyl-3-[1-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-methanol

Downstream raw materials:

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

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