(3-benzenesulfonyl-1-benzyl-4-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid tert-butyl ester

Base Information

Chemical Name:(3-benzenesulfonyl-1-benzyl-4-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid tert-butyl ester
CAS No.:1004316-38-4
Molecular Formula:C₄₁H₅₀N₂O₇S
Molecular Weight:714.923
Hs Code.:

(3-benzenesulfonyl-1-benzyl-4-<i>tert</i>-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid <i>tert</i>-butyl ester

Synonyms:(3-benzenesulfonyl-1-benzyl-4-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid tert-butyl ester

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Chemical Property of (3-benzenesulfonyl-1-benzyl-4-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid tert-butyl ester

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Technology Process of (3-benzenesulfonyl-1-benzyl-4-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid tert-butyl ester

There total 8 articles about (3-benzenesulfonyl-1-benzyl-4-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid tert-butyl 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:

: C₂₀H₂₃NO₄S^(2-)*2Li⁽¹⁺⁾

: 1004316-38-4
(3-benzenesulfonyl-1-benzyl-4-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid tert-butyl ester

Guidance literature:: N-benzyl-N-(tert-butoxycarbonyl)-L-phenylalaninal; With diisobutylaluminum methoxide; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

C₂₀H₂₃NO₄S^(2-)*2Li⁽¹⁺⁾; In tetrahydrofuran; at -78 ℃; for 0.5h;

With water; ammonium chloride; In tetrahydrofuran; at -78 - 25 ℃;

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 1004316-38-4
(3-benzenesulfonyl-1-benzyl-4-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaBH₄; I₂ / tetrahydrofuran / 18 h / Heating

2.1: 95 percent / tetrahydrofuran; H₂O / 1 h / 20 °C

3.1: 90 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

4.1: 83 percent / methanol; tetrahydrofuran / 3 h / 20 °C

5.1: 95 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 20 °C

6.1: n-BuLi / tetrahydrofuran / -78 °C

6.2: MeOH; DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C

With pyridine; sodium tetrahydroborate; n-butyllithium; iodine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: Reduction / 2.1: alkoxycarbonylation / 3.1: Tosylation / 4.1: Substitution / 5.1: Oxidation / 6.1: Metallation / 6.2: Addition;
DOI:10.1016/S0040-4020(97)00160-9

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 1004316-38-4
(3-benzenesulfonyl-1-benzyl-4-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-benzyl-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / tetrahydrofuran; H₂O / 1 h / 20 °C

2.1: 90 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

3.1: 83 percent / methanol; tetrahydrofuran / 3 h / 20 °C

4.1: 95 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 20 °C

5.1: n-BuLi / tetrahydrofuran / -78 °C

5.2: MeOH; DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C

With pyridine; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: alkoxycarbonylation / 2.1: Tosylation / 3.1: Substitution / 4.1: Oxidation / 5.1: Metallation / 5.2: Addition;
DOI:10.1016/S0040-4020(97)00160-9