(2S,3R,4S,5R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-hexanedioic acid dimethyl ester

Base Information

Chemical Name:(2S,3R,4S,5R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-hexanedioic acid dimethyl ester
CAS No.:157494-44-5
Molecular Formula:C₃₄H₄₁NO₉
Molecular Weight:607.701
Hs Code.:

Synonyms:(2S,3R,4S,5R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-hexanedioic acid dimethyl ester

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Chemical Property of (2S,3R,4S,5R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-hexanedioic acid dimethyl ester

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Technology Process of (2S,3R,4S,5R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-hexanedioic acid dimethyl ester

There total 4 articles about (2S,3R,4S,5R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-hexanedioic acid dimethyl 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: 71.0%

: 67-56-1
methanol

: 157494-43-4
((1R,4S,5R,6R)-4,5,6-Tris-benzyloxy-cyclohex-2-enyl)-carbamic acid tert-butyl ester

: 157494-44-5
(2S,3R,4S,5R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-hexanedioic acid dimethyl ester

Guidance literature:: With sodium hydroxide; ozone; In dichloromethane; at -78 ℃; for 4h;
DOI:10.1016/S0040-4039(00)76990-5

Reference yield:

: 102997-58-0
(1R,2R,3S)-tris(phenylmethoxy)-6S-hydroxy-cyclohex-4-ene

: 157494-44-5
(2S,3R,4S,5R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-hexanedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / DEAD, PPh₃ / tetrahydrofuran / 3 h / Ambient temperature

2: 100 percent / hydrazine hydrate / ethanol / 2 h / Heating

3: 100 percent / CH₂Cl₂ / 4 h / Ambient temperature

4: 71 percent / O₃, 2.5M NaOH / CH₂Cl₂ / 4 h / -78 °C

With sodium hydroxide; ozone; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(00)76990-5

Reference yield:

: 157494-42-3
(1R,4S,5R,6R)-4,5,6-Tris-benzyloxy-cyclohex-2-enylamine

: 157494-44-5
(2S,3R,4S,5R)-2,3,4-Tris-benzyloxy-5-tert-butoxycarbonylamino-hexanedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / CH₂Cl₂ / 4 h / Ambient temperature

2: 71 percent / O₃, 2.5M NaOH / CH₂Cl₂ / 4 h / -78 °C

With sodium hydroxide; ozone; In dichloromethane;
DOI:10.1016/S0040-4039(00)76990-5