L-serine, O-[[4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-1(2H)-pyrimidinyl]methyl]-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-phenylmethyl ester

Base Information

Chemical Name:L-serine, O-[[4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-1(2H)-pyrimidinyl]methyl]-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-phenylmethyl ester
CAS No.:236755-62-7
Molecular Formula:C₃₅H₃₆N₄O₈
Molecular Weight:640.693
Hs Code.:

Synonyms:L-serine, O-[[4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-1(2H)-pyrimidinyl]methyl]-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-phenylmethyl ester

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Chemical Property of L-serine, O-[[4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-1(2H)-pyrimidinyl]methyl]-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-phenylmethyl ester

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Technology Process of L-serine, O-[[4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-1(2H)-pyrimidinyl]methyl]-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-phenylmethyl ester

There total 6 articles about L-serine, O-[[4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-1(2H)-pyrimidinyl]methyl]-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-phenylmethyl 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: 46.0%

: 528584-48-7
2-(trimethylsilyl)-N⁴-Boc-cytosine

: 528584-49-8
N-Fmoc-O-methylthiomethyl serine benzyl ester

: 236755-62-7
L-serine, O-[[4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-1(2H)-pyrimidinyl]methyl]-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-phenylmethyl ester

Guidance literature:: With 3 Angstroem MS; iodine; In tetrahydrofuran; at 20 ℃; for 48h;
DOI:10.1016/S0040-4039(02)02850-2

Reference yield:

: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

: 236755-62-7
L-serine, O-[[4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-1(2H)-pyrimidinyl]methyl]-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-phenylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / KHCO₃; tetrabutylammonium iodide / dimethylsulfoxide / 8 h / 20 °C

2: 89 percent / benzoyl peroxide / acetonitrile / 1 h / 0 °C

3: 46 percent / 3A molecular sieves; I₂ / tetrahydrofuran / 48 h / 20 °C

With 3 A molecular sieve; iodine; tetra-(n-butyl)ammonium iodide; potassium hydrogencarbonate; dibenzoyl peroxide; In tetrahydrofuran; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ja038434s

Reference yield:

: 172405-14-0
N⁴-Boc-cytosine

: 236755-62-7
L-serine, O-[[4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-1(2H)-pyrimidinyl]methyl]-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-phenylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / acetonitrile / 2 h / 20 °C

2: 46 percent / 3A molecular sieves; I₂ / tetrahydrofuran / 48 h / 20 °C

With 3 A molecular sieve; iodine; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ja038434s