2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester

Base Information

Chemical Name:2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester
CAS No.:294664-65-6
Molecular Formula:C₂₃H₂₉N₃O₅S
Molecular Weight:459.566
Hs Code.:

2-benzyloxycarbonylamino-5-<i>tert</i>-butoxycarbonylamino-pentanethioic acid <i>S</i>-pyridin-2-yl ester

Synonyms:2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester

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Chemical Property of 2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester

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Technology Process of 2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester

There total 1 articles about 2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl 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:

: 2637-34-5,73018-10-7
2-Sulfanylpyridine

: 7733-29-1,199924-46-4
Z-Orn(Boc)-OH

: 294664-65-6
2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester

Guidance literature:: With diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1002/(SICI)1521-3765(20000218)6:4<666::AID-CHEM666>3.0.CO;2-Z

Reference yield:

: 5162-44-7
1-bromo-4-butene

: 294664-65-6
2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester

: 264197-89-9
⁽⁴⁾-4-Benzyloxycarbonylamino-1-tert-butoxycarbonylamino-8-nonene-5-one

Guidance literature:: 1-bromo-4-butene; With magnesium; In diethyl ether; for 1h; Heating;

With lithium chloride; In tetrahydrofuran; at -40 ℃; for 0.25h;

2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester; In tetrahydrofuran; at -78 - -5 ℃; for 0.666667h;
DOI:10.1002/(SICI)1521-3765(20000218)6:4<666::AID-CHEM666>3.0.CO;2-Z

Reference yield:

: 294664-65-6
2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester

: 264197-96-8
(2RS,5R,1'S)-5-(1'-Benzyloxycarbonylamino-4'-tert-butoxycarbonylaminobutyl)tetrahydrofuran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: Mg / diethyl ether / 1 h / Heating

1.2: LiCl; CuCN / tetrahydrofuran / 0.25 h / -40 °C

1.3: 3.72 g / tetrahydrofuran / 0.67 h / -78 - -5 °C

2.1: 46 percent / L-Selectride / tetrahydrofuran / 1 h / -100 - -70 °C

3.1: MCPBA / CH₂Cl₂ / 3.5 h / 20 °C

4.1: 670 mg / PPTS / CH₂Cl₂ / 12 h / 20 °C

5.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / -60 - 0 °C

6.1: 3.37 g / aq. NaClO₂; NaH₂PO₄*H₂O / 2-methyl-propan-2-ol; various solvent(s) / 12 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; pyridinium p-toluenesulfonate; L-Selectride; magnesium; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; tert-butyl alcohol; 1.1: Metallation / 1.2: Substitution / 1.3: Acylation / 2.1: Reduction / 3.1: Epoxidation / 4.1: Ring cleavage / 5.1: Oxidation / 6.1: Oxidation;
DOI:10.1002/(SICI)1521-3765(20000218)6:4<666::AID-CHEM666>3.0.CO;2-Z