methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-hydroxy-2-pentenoate

Base Information

Chemical Name:methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-hydroxy-2-pentenoate
CAS No.:135582-89-7
Molecular Formula:C₁₈H₂₅NO₆
Molecular Weight:351.4
Hs Code.:

Synonyms:methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-hydroxy-2-pentenoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-hydroxy-2-pentenoate

Chemical Property:

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Technology Process of methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-hydroxy-2-pentenoate

There total 1 articles about methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-hydroxy-2-pentenoate 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:

: 129492-58-6
(-)-2-O-benzyl-L-glyceraldehyde

: 121056-95-9,89524-98-1
trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

: 135582-89-7
methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-hydroxy-2-pentenoate

Guidance literature:: With potassium tert-butylate; Yield given. Multistep reaction; 1) CH₂Cl₂, -70 deg C, 15 min, 2) a) -70 deg C, 0.5 h, b) to room temperature, 14 h;
DOI:10.1055/s-1991-26480

Reference yield: 83.0%

: 135582-89-7
methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-hydroxy-2-pentenoate

: 124-63-0
methanesulfonyl chloride

: 135582-90-0
methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-methylsulfonyloxy-2-pentenoate

Guidance literature:: With pyridine; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1055/s-1991-26480

Reference yield:

: 135582-89-7
methyl (R,Z)-4-benzyloxy-2-tert-butoxycarbonylamino-5-hydroxy-2-pentenoate

: methyl (2S,4R)-5-azido-4-benzyloxy-2-tert-butoxycarbonylamino-pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / pyridine / CH₂Cl₂ / 6 h / Ambient temperature

2: 99 percent / H₂ / (R,R)-(+)*BF₄(-) / methanol / 72 h / 2250.2 Torr / Ambient temperature

3: 70 percent / NaN₃ / dimethylformamide / 12 h / 80 °C

With pyridine; sodium azide; hydrogen; (R,R)-⁺BF4^-; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1991-26480