(S)-8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid

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Chemical Name:(S)-8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid
CAS No.:152769-06-7
Molecular Formula:C₃₁H₄₁N₃O₇
Molecular Weight:567.682
Hs Code.:

Synonyms:(S)-8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid

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Chemical Property of (S)-8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid

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Technology Process of (S)-8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid

There total 12 articles about (S)-8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid 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: 89.0%

: 152769-05-6
(S)-8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid methyl ester

: 152769-06-7
(S)-8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; water; for 5h; Ambient temperature;
DOI:10.1002/hlca.19930760414

Reference yield:

: 89781-52-2
8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid

: 152769-06-7
(S)-8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 71.7 percent / methanol; diethyl ether

2: 70.3 percent / diethyl ether; hexane / 1) -30 deg C, 30 min, 2) room temp., 60 min

3: 74.5 percent / NaI, Me₃SiCl / acetonitrile / 0.08 h / Ambient temperature

4: 76 percent / NH₂OH / methanol / 1 h / Ambient temperature

5: 92.5 percent / H₂ / 5percent Pd/C / methanol / 20 h / 25 °C / 760 Torr

6: 2N aq. NaOH / dioxane; H₂O / 2.5 h / Ambient temperature

7: HCl, AcOH

8: N,N'-dicyclohexylcarbodiimide (DCC), 1H-benzotriazol-1-ol (HOBT), N-methylmorpholine (MeMorph) / N,N-dimethyl-acetamide / 23 h / Ambient temperature

9: 89 percent / 1N aq. NaOH / dioxane; H₂O / 5 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; chloro-trimethyl-silane; hydrogen; hydroxylamine; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; sodium iodide; palladium on activated charcoal; In 1,4-dioxane; methanol; diethyl ether; hexane; N,N-dimethyl acetamide; water; acetonitrile;
DOI:10.1002/hlca.19930760414

Reference yield:

: 116047-26-8
methyl 8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate

: 152769-06-7
(S)-8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 70.3 percent / diethyl ether; hexane / 1) -30 deg C, 30 min, 2) room temp., 60 min

2: 74.5 percent / NaI, Me₃SiCl / acetonitrile / 0.08 h / Ambient temperature

3: 76 percent / NH₂OH / methanol / 1 h / Ambient temperature

4: 92.5 percent / H₂ / 5percent Pd/C / methanol / 20 h / 25 °C / 760 Torr

5: 2N aq. NaOH / dioxane; H₂O / 2.5 h / Ambient temperature

6: HCl, AcOH

7: N,N'-dicyclohexylcarbodiimide (DCC), 1H-benzotriazol-1-ol (HOBT), N-methylmorpholine (MeMorph) / N,N-dimethyl-acetamide / 23 h / Ambient temperature

8: 89 percent / 1N aq. NaOH / dioxane; H₂O / 5 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; chloro-trimethyl-silane; hydrogen; hydroxylamine; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; sodium iodide; palladium on activated charcoal; In 1,4-dioxane; methanol; diethyl ether; hexane; N,N-dimethyl acetamide; water; acetonitrile;
DOI:10.1002/hlca.19930760414