L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, [3-[4-(1,1-dimethylethoxy)-4-oxobutoxy]-5-methoxyphenyl](2-phenyl-1,3- dithian-2-yl)methyl ester

Base Information

Chemical Name:L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, [3-[4-(1,1-dimethylethoxy)-4-oxobutoxy]-5-methoxyphenyl](2-phenyl-1,3- dithian-2-yl)methyl ester
CAS No.:398142-90-0
Molecular Formula:C46H53NO8S2
Molecular Weight:812.061
Hs Code.:

L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-,
[3-[4-(1,1-dimethylethoxy)-4-oxobutoxy]-5-methoxyphenyl](2-phenyl-1,3-
dithian-2-yl)methyl ester

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Chemical Property of L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, [3-[4-(1,1-dimethylethoxy)-4-oxobutoxy]-5-methoxyphenyl](2-phenyl-1,3- dithian-2-yl)methyl ester

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Technology Process of L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, [3-[4-(1,1-dimethylethoxy)-4-oxobutoxy]-5-methoxyphenyl](2-phenyl-1,3- dithian-2-yl)methyl ester

There total 8 articles about L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, [3-[4-(1,1-dimethylethoxy)-4-oxobutoxy]-5-methoxyphenyl](2-phenyl-1,3- dithian-2-yl)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: 90.0%

: 68858-20-8
Fmoc-Val-OH

: 398142-81-9
(+/-)-1-hydroxy-1-[3-(4-carbotertbutyloxy)-1-butyloxy-5-methoxyphenyl]-2-phenyl-2-(1,3-dithian-2-yl)ethane

: 398142-90-0
2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutyric acid [3-(3-tert-butoxycarbonylpropoxy)-5-methoxyphenyl](2-phenyl[1,3]dithian-2-yl)methyl ester

Guidance literature:: With dmap; PS-carbodiimide resin; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/jo010703e

Reference yield:

: 5425-44-5
2-Phenyl-[1,3]dithiane

: 398142-90-0
2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutyric acid [3-(3-tert-butoxycarbonylpropoxy)-5-methoxyphenyl](2-phenyl[1,3]dithian-2-yl)methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / 0 °C

1.2: tetrahydrofuran / 2.5 h / 20 °C

1.3: 80 percent / pyridine / tetrahydrofuran / 0.5 h

2.1: 81 percent / HF*pyr / tetrahydrofuran / 0 °C

3.1: 75 percent / tetrabutylammonium iodide; K₂CO₃ / acetonitrile / 20 h / 90 °C

4.1: 95 percent / K₂CO₃; Et₃N / methanol; H₂O / 3 h / 70 °C

5.1: 90 percent / PS-carbodiimide resin; DMAP / CH₂Cl₂ / 5 h / 20 °C

With dmap; n-butyllithium; PS-carbodiimide resin; tetra-(n-butyl)ammonium iodide; potassium carbonate; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo010703e

Reference yield:

: 57179-35-8
3-hydroxy-5-methoxybenzaldehyde

: 398142-90-0
2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutyric acid [3-(3-tert-butoxycarbonylpropoxy)-5-methoxyphenyl](2-phenyl[1,3]dithian-2-yl)methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / DIPEA / CH₂Cl₂; diethyl ether / 24 h

2.1: n-BuLi / tetrahydrofuran / 1 h / 0 °C

2.2: tetrahydrofuran / 2.5 h / 20 °C

2.3: 80 percent / pyridine / tetrahydrofuran / 0.5 h

3.1: 81 percent / HF*pyr / tetrahydrofuran / 0 °C

4.1: 75 percent / tetrabutylammonium iodide; K₂CO₃ / acetonitrile / 20 h / 90 °C

5.1: 95 percent / K₂CO₃; Et₃N / methanol; H₂O / 3 h / 70 °C

6.1: 90 percent / PS-carbodiimide resin; DMAP / CH₂Cl₂ / 5 h / 20 °C

With dmap; n-butyllithium; PS-carbodiimide resin; tetra-(n-butyl)ammonium iodide; potassium carbonate; pyridine hydrogenfluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1021/jo010703e