(R)-N-benzyloxycarbonyl-S-4-methoxybenzyl-2-methylcysteine-L-threonine methyl ester

Base Information

Chemical Name:(R)-N-benzyloxycarbonyl-S-4-methoxybenzyl-2-methylcysteine-L-threonine methyl ester
CAS No.:519021-22-8
Molecular Formula:C₂₅H₃₂N₂O₇S
Molecular Weight:504.604
Hs Code.:

Synonyms:(R)-N-benzyloxycarbonyl-S-4-methoxybenzyl-2-methylcysteine-L-threonine methyl ester

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Chemical Property of (R)-N-benzyloxycarbonyl-S-4-methoxybenzyl-2-methylcysteine-L-threonine methyl ester

Chemical Property:

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Technology Process of (R)-N-benzyloxycarbonyl-S-4-methoxybenzyl-2-methylcysteine-L-threonine methyl ester

There total 6 articles about (R)-N-benzyloxycarbonyl-S-4-methoxybenzyl-2-methylcysteine-L-threonine 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: 92.0%

: 39994-75-7
L-threonine methyl ester hydrochloride

: 519021-21-7
(R)-2-benzyloxycarbonylamino-3-(4-methoxybenzylsulfanyl)-2-methylpropionic acid

: 519021-22-8
(R)-N-benzyloxycarbonyl-S-4-methoxybenzyl-2-methylcysteine-L-threonine methyl ester

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 0 - 20 ℃;

Reference yield:

: 135923-86-3,135923-87-4,143564-89-0
(2R,4R)-3-<(Benzyloxy)carbonyl>-4-methyl-2-phenyl-1,3-oxazolidin-5-one

: 519021-22-8
(R)-N-benzyloxycarbonyl-S-4-methoxybenzyl-2-methylcysteine-L-threonine methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / HMPA; LHMDS / tetrahydrofuran / -78 °C

2: 85 percent / NaOMe; MeOH / tetrahydrofuran / 3 h / -40 - -20 °C

3: 100 percent / Ag₂O / acetonitrile / 0.5 h / Heating

4: 46 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h

5: 97 percent / LiOH; H₂O / tetrahydrofuran / 20 h

6: 92 percent / DIPEA; DMAP; PyBroP / CH₂Cl₂ / 0 - 20 °C

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium hydroxide; boron trifluoride diethyl etherate; water; sodium methylate; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; silver(l) oxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; acetonitrile;

Reference yield:

: 519020-80-5
(S)-1-benzyloxycarbonyl-2-methylaziridine-2-carboxylic acid methyl ester

: 519021-22-8
(R)-N-benzyloxycarbonyl-S-4-methoxybenzyl-2-methylcysteine-L-threonine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 46 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h

2: 97 percent / LiOH; H₂O / tetrahydrofuran / 20 h

3: 92 percent / DIPEA; DMAP; PyBroP / CH₂Cl₂ / 0 - 20 °C

With dmap; lithium hydroxide; boron trifluoride diethyl etherate; water; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; dichloromethane;