1-Cyclohexene-1-carboxylic acid, 3-(phenylmethoxy)-4,6-bis[[(phenylmethoxy)carbonyl]amino]-, (3R,4R,6S)-

Base Information

Chemical Name:1-Cyclohexene-1-carboxylic acid, 3-(phenylmethoxy)-4,6-bis[[(phenylmethoxy)carbonyl]amino]-, (3R,4R,6S)-
CAS No.:499195-49-2
Molecular Formula:C30H30N2O7
Molecular Weight:530.577
Hs Code.:

Synonyms:

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Chemical Property of 1-Cyclohexene-1-carboxylic acid, 3-(phenylmethoxy)-4,6-bis[[(phenylmethoxy)carbonyl]amino]-, (3R,4R,6S)-

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Technology Process of 1-Cyclohexene-1-carboxylic acid, 3-(phenylmethoxy)-4,6-bis[[(phenylmethoxy)carbonyl]amino]-, (3R,4R,6S)-

There total 10 articles about 1-Cyclohexene-1-carboxylic acid, 3-(phenylmethoxy)-4,6-bis[[(phenylmethoxy)carbonyl]amino]-, (3R,4R,6S)- 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: 97.0%

: 499195-45-8
((1S,4R,5R)-4-Benzyloxy-5-benzyloxycarbonylamino-2-formyl-cyclohex-2-enyl)-carbamic acid benzyl ester

: 499195-49-2
(3R,4R,6S)-3-Benzyloxy-4,6-bis-benzyloxycarbonylamino-cyclohex-1-enecarboxylic acid

Guidance literature:: With sodium chlorite; 2-methyl-but-2-ene; camphor-10-sulfonic acid; In tetrahydrofuran; water; tert-butyl alcohol; at 23 ℃; for 3h;
DOI:10.1016/S0960-894X(02)00759-X

Reference yield:

: 4009-98-7
(methoxymethyl)triphenylphosphonium chloride

: 499195-49-2
(3R,4R,6S)-3-Benzyloxy-4,6-bis-benzyloxycarbonylamino-cyclohex-1-enecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiHMDS / tetrahydrofuran / 0.17 h / 0 °C

1.2: tetrahydrofuran / 3 h / 0 - 23 °C

1.3: 33 percent / CSA / CH₂Cl₂ / 16 h / 23 °C

2.1: 97 percent / NaClO₂; NaHPO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 3 h / 23 °C

With sodium chlorite; 2-methyl-but-2-ene; camphor-10-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; water; tert-butyl alcohol; 1.2: Wittig reaction;
DOI:10.1016/S0960-894X(02)00759-X

Reference yield:

: 236115-61-0
[(1S,2S,3R,4S,6R)-2-acetoxy-4,6-diazido-3-hydroxy-cyclohexyl] acetate

: 499195-49-2
(3R,4R,6S)-3-Benzyloxy-4,6-bis-benzyloxycarbonylamino-cyclohex-1-enecarboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: 94 percent / CSA / CH₂Cl₂ / 48 h / 23 °C

2.1: 95 percent / NaOMe / methanol / 4 h / 23 °C

3.1: 93 percent / NaH / dimethylformamide / 4 h / 0 - 23 °C

4.1: 85 percent / DDQ; water / CH₂Cl₂ / 3 h / 23 °C

5.1: PMe₃; NH₄OH; pyridine / tetrahydrofuran / 4 h / 23 °C

6.1: NaHCO₃ / dioxane; H₂O / 20 h / 23 °C

7.1: 93 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 1.58 h / -60 - 23 °C

8.1: LiHMDS / tetrahydrofuran / 0.17 h / 0 °C

8.2: tetrahydrofuran / 3 h / 0 - 23 °C

8.3: 33 percent / CSA / CH₂Cl₂ / 16 h / 23 °C

9.1: 97 percent / NaClO₂; NaHPO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 3 h / 23 °C

With pyridine; ammonium hydroxide; sodium chlorite; 2-methyl-but-2-ene; oxalyl dichloride; camphor-10-sulfonic acid; water; sodium methylate; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; trimethylphosphane; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 5.1: Staudinger reduction / 7.1: Swern oxidation / 8.2: Wittig reaction;
DOI:10.1016/S0960-894X(02)00759-X