benzyl <(3R,5R)-6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-5-hydroxyhexanoyl-1-methylhydrazino>-acetate

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Chemical Name:benzyl <(3R,5R)-6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-5-hydroxyhexanoyl-1-methylhydrazino>-acetate
CAS No.:142683-70-3
Molecular Formula:C₂₉H₄₀N₄O₈
Molecular Weight:572.659
Hs Code.:

Synonyms:benzyl <(3R,5R)-6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-5-hydroxyhexanoyl-1-methylhydrazino>-acetate

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Chemical Property of benzyl <(3R,5R)-6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-5-hydroxyhexanoyl-1-methylhydrazino>-acetate

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Technology Process of benzyl <(3R,5R)-6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-5-hydroxyhexanoyl-1-methylhydrazino>-acetate

There total 7 articles about benzyl <(3R,5R)-6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-5-hydroxyhexanoyl-1-methylhydrazino>-acetate 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: 67.0%

: 142683-69-0
(R)-3-benzyloxycarbonyl-5-<(R)-4-(2-benzyloxycarbonyl-2-methylhydrazino)-2-tert-butoxycarbonyl-4-oxobutyl>-2,2-dimethyl-1,3-oxazolidine

: 142683-70-3
benzyl <(3R,5R)-6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-5-hydroxyhexanoyl-1-methylhydrazino>-acetate

Guidance literature:: With acetic acid; for 24h; Ambient temperature;
DOI:10.1055/s-1992-26142

Reference yield:

: 135638-41-4
(R)-3-benzyloxycarbonyl-5-<(Z)-2-(tert-butoxycarbonylamino)-2-(methoxycarbonyl)vinyl>-2,2-dimethyl-1,3-oxazolidine

: 142683-70-3
benzyl <(3R,5R)-6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-5-hydroxyhexanoyl-1-methylhydrazino>-acetate

Guidance literature:: Multi-step reaction with 7 steps

1: 79 percent / H₂ / (S,S)-BF₄ / methanol / 12 h / 2250.2 Torr / Ambient temperature

2: 100 percent / 1 N aq. LiOH / dioxane; H₂O / 1 h / Ambient temperature

3: 1) isobutyl chloroformate, Et₃N / 1) THF, -10 deg C, 10 min, 2) Et₂O, 0 deg C, 14 h

4: silver benzoate, Et₃N / methanol / 0.17 h / 60 °C

5: 100 percent / 1 N aq. LiOH / dioxane; H₂O / 1 h / Ambient temperature

6: 1) Et₃N, ethyl chloroformate / 1) THF, -20 deg C, 10 min, 2) THF, to room temperature, 12 h

7: 67 percent / 50percent aq. acetic acid / 24 h / Ambient temperature

With lithium hydroxide; hydrogen; silver benzoate; chloroformic acid ethyl ester; acetic acid; triethylamine; isobutyl chloroformate; (S,S)-BF4; In 1,4-dioxane; methanol; water;
DOI:10.1055/s-1992-26142

Reference yield:

: 142683-63-4
(R)-3-benzyloxycarbonyl-5-<(S)-2-(tert-butoxycarbonylamino)-2-carboxyethyl>-2,2-dimethyl-1,3-oxazolidine

: 142683-70-3
benzyl <(3R,5R)-6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-5-hydroxyhexanoyl-1-methylhydrazino>-acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 1) isobutyl chloroformate, Et₃N / 1) THF, -10 deg C, 10 min, 2) Et₂O, 0 deg C, 14 h

2: silver benzoate, Et₃N / methanol / 0.17 h / 60 °C

3: 100 percent / 1 N aq. LiOH / dioxane; H₂O / 1 h / Ambient temperature

4: 1) Et₃N, ethyl chloroformate / 1) THF, -20 deg C, 10 min, 2) THF, to room temperature, 12 h

5: 67 percent / 50percent aq. acetic acid / 24 h / Ambient temperature

With lithium hydroxide; silver benzoate; chloroformic acid ethyl ester; acetic acid; triethylamine; isobutyl chloroformate; In 1,4-dioxane; methanol; water;
DOI:10.1055/s-1992-26142