7-benzyloxy-6-benzyloxycarbonylamino-3,5-dihydroxy-heptanoic acid tert-butyl ester

Base Information

Chemical Name:7-benzyloxy-6-benzyloxycarbonylamino-3,5-dihydroxy-heptanoic acid tert-butyl ester
CAS No.:910252-34-5
Molecular Formula:C₂₆H₃₅NO₇
Molecular Weight:473.566
Hs Code.:

7-benzyloxy-6-benzyloxycarbonylamino-3,5-dihydroxy-heptanoic acid <i>tert</i>-butyl ester

Synonyms:7-benzyloxy-6-benzyloxycarbonylamino-3,5-dihydroxy-heptanoic acid tert-butyl ester

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Chemical Property of 7-benzyloxy-6-benzyloxycarbonylamino-3,5-dihydroxy-heptanoic acid tert-butyl ester

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Technology Process of 7-benzyloxy-6-benzyloxycarbonylamino-3,5-dihydroxy-heptanoic acid tert-butyl ester

There total 5 articles about 7-benzyloxy-6-benzyloxycarbonylamino-3,5-dihydroxy-heptanoic 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: 81.0%

: 910252-33-4
(5S,6S)-7-benzyloxy-6-benzyloxycarbonylamino-5-hydroxy-3-oxo-heptanoic acid tert-butyl ester

: 910252-34-5
7-benzyloxy-6-benzyloxycarbonylamino-3,5-dihydroxy-heptanoic acid tert-butyl ester

Guidance literature:: With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at -35 ℃; for 62h;
DOI:10.1055/s-2006-941602

Reference yield:

: 20806-43-3
Z-Ser(Bzl)-OH

: 910252-34-5
7-benzyloxy-6-benzyloxycarbonylamino-3,5-dihydroxy-heptanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: MgCl₂

2.1: NaBH₄ / diethyl ether

3.1: n-BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

3.2: 75 percent / hexane; tetrahydrofuran / 1.5 h / 0 - 20 °C

4.1: 81 percent / Me₄N(OAc)3BH; AcOH / acetonitrile / 62 h / -35 °C

With sodium tetrahydroborate; n-butyllithium; acetic acid; diisopropylamine; magnesium chloride; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; diethyl ether; hexane; acetonitrile; 4.2: Heathcock-Claisen condensation / 5.1: Evans reduction;
DOI:10.1055/s-2006-941602

Reference yield:

: ((S)-1-Benzyloxymethyl-2-imidazol-1-yl-2-oxo-ethyl)-carbamic acid benzyl ester

: 910252-34-5
7-benzyloxy-6-benzyloxycarbonylamino-3,5-dihydroxy-heptanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: MgCl₂

2.1: NaBH₄ / diethyl ether

3.1: n-BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

3.2: 75 percent / hexane; tetrahydrofuran / 1.5 h / 0 - 20 °C

4.1: 81 percent / Me₄N(OAc)3BH; AcOH / acetonitrile / 62 h / -35 °C

With sodium tetrahydroborate; n-butyllithium; acetic acid; diisopropylamine; magnesium chloride; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; diethyl ether; hexane; acetonitrile; 3.2: Heathcock-Claisen condensation / 4.1: Evans reduction;
DOI:10.1055/s-2006-941602