(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)heptanoic acid

Base Information

Chemical Name:(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)heptanoic acid
CAS No.:325687-66-9
Molecular Formula:C₂₄H₄₁NO₅Si
Molecular Weight:451.679
Hs Code.:

Synonyms:(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)heptanoic acid

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Chemical Property of (3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)heptanoic acid

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Technology Process of (3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)heptanoic acid

There total 6 articles about (3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)heptanoic 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: 81.0%

: 325687-65-8
(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl ester

: 325687-66-9
(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)heptanoic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)01409-X

Reference yield:

: 1685-33-2
N-[(benzyloxy)carbonyl]-D-valine

: 325687-66-9
(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)heptanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / EDAC*HCl; DMAP / CH₂Cl₂ / 0 - 20 °C

2: 83 percent / tetrahydrofuran / -78 °C

3: 77 percent / potassium borohydride / methanol / -30 - 0 °C

4: 82 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

5: 81 percent / aq. NaOH / tetrahydrofuran; methanol / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; sodium hydroxide; potassium borohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja010222c

Reference yield:

: 147778-58-3
(4R)-4-benzyloxycarbonylamino-3-oxo-hexanoic acid methyl ester

: 325687-66-9
(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)heptanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / potassium borohydride / methanol / -30 - 0 °C

2: 82 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

3: 81 percent / aq. NaOH / tetrahydrofuran; methanol / 0 - 20 °C

With 2,6-dimethylpyridine; sodium hydroxide; potassium borohydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja010222c